CN-122003404-A - Oxadiazolone compound, weeding composition and application thereof
Abstract
The application provides oxadiazolone compounds, herbicidal compositions and application thereof. The application substitutes oxadiazolone group shown in the formula (a) at the position between sulfonyl and C1 on benzene ring of benzoyl compound to obtain oxadiazolone compound, which has unexpected high herbicidal activity to various weeds and is safe to various crops such as corn, rice and the like. Experimental results show that the compound provided by the application has good weeding activity, can effectively control weeds such as barnyard grass, crabgrass, abutilon and the like at low dosage, has good weeding effect, and is safe to crops.
Inventors
- HUANG YANCHANG
- XU JIAJUN
- YIN YUNJI
- YI XIAOWEI
- WANG LEI
Assignees
- 山东滨农科技有限公司
Dates
- Publication Date
- 20260508
- Application Date
- 20241115
- Priority Date
- 20231117
Claims (11)
- Oxadiazolone compounds represented by the formula (I) or tautomers thereof: in the formula (I), R 1 and R 2 are independently selected from C 1 ~C 6 alkyl or C 3 ~C 6 cycloalkyl which are unsubstituted or substituted by 1-3 groups independently selected from halogen, nitro, C 1 ~C 6 alkyl, halogenated C 1 ~C 6 alkyl, C 1 ~C 6 alkoxy or halogenated C 1 ~C 6 alkoxy; Q is selected from the structures shown as Q1, Q2 or Q3: Wherein a 1 、A 2 、A 3 、A 4 and a 5 are independently selected from O or S; R 3 and R 10 are independently selected from hydrogen, alkyl of C 1 ~C 6 , cycloalkyl of C 3 ~C 6 , alkoxy of C 1 ~C 6 , phenyl or benzyl which are unsubstituted or substituted by 1 to 3 groups independently selected from halogen, nitro, alkyl of C 1 ~C 6 , alkyl of C 1 ~C 6 , alkoxy of C 1 ~C 6 , alkoxy of C 1 ~C 6 , phenyl or halophenyl; n is an integer of 1 to 6; R 4 is selected from hydrogen, halogen, C 1 ~C 6 alkyl, C 3 ~C 6 cycloalkyl or C 1 ~C 6 alkoxy which are unsubstituted or substituted by 1 to 3 groups independently selected from halogen, nitro, C 1 ~C 6 alkyl, halogenated C 1 ~C 6 alkyl, C 1 ~C 6 alkoxy or halogenated C 1 ~C 6 alkoxy; r 5 is selected from hydrogen, C 1 ~C 6 alkyl which is unsubstituted or substituted by 1-3 groups or C 3 ~C 6 cycloalkyl which is independently selected from halogen, nitro, C 1 ~C 6 alkyl, halogenated C 1 ~C 6 alkyl, C 1 ~C 6 alkoxy or halogenated C 1 ~C 6 alkoxy; R 6 is selected from hydrogen, a structure shown in formula (1), alkyl of C 1 ~C 6 which is unsubstituted or substituted by 1 to 3 groups, cycloalkyl of C 3 ~C 6 , heterocycloalkyl of C3 to C8, halogen, nitro, alkyl of C 1 ~C 6 , alkyl of halogenated C 1 ~C 6 , alkoxy of C 1 ~C 6 or alkoxy of halogenated C 1 ~C 6 ; In the formula (1), A 6 is selected from N or CR 9 ,R 9 and is selected from hydrogen, alkyl of C 1 ~C 6 , cycloalkyl of C 3 ~C 6 or alkoxy of C 1 ~C 6 which are unsubstituted or substituted by 1-3 groups independently selected from halogen, nitro, alkyl of C 1 ~C 6 , alkyl of halogenated C 1 ~C 6 , alkoxy of C 1 ~C 6 or alkoxy of halogenated C 1 ~C 6 ; R 7 and R 8 are independently selected from hydrogen, alkyl of C 1 ~C 6 , cycloalkyl of C 3 ~C 6 or alkoxy of C 1 ~C 6 , which are unsubstituted or substituted with 1 to 3 groups independently selected from halogen, nitro, alkyl of C 1 ~C 6 , alkyl of halogenated C 1 ~C 6 , alkoxy of C 1 ~C 6 or alkoxy of halogenated C 1 ~C 6 ; Or R 7 、R 8 and A 6 where it is located form a C 3 ~C 8 ring which is unsubstituted or substituted with 1 to 3 groups independently selected from halogen, nitro, C 1 ~C 6 alkyl, C 3 ~C 6 cycloalkyl, halogenated C 1 ~C 6 alkyl, C 1 ~C 6 alkoxy or halogenated C 1 ~C 6 alkoxy, containing 0 to 3 heteroatoms selected from oxygen, sulfur or nitrogen.
- The oxadiazolone compound or tautomer thereof according to claim 1, wherein Q is selected from the structures shown in Q1-1: r 3 is selected from H, C 1 ~C 4 alkyl or C 1 ~C 4 haloalkyl; R 1 and R 2 are independently selected from C 1 ~C 4 alkyl, C 3 ~C 6 cycloalkyl or C 1 ~C 4 haloalkyl; Or alternatively Q is selected from the structures shown in Q3-1: R 10 is selected from the group consisting of H, C 1 ~C 4 alkyl, C 1 ~C 4 haloalkyl, phenyl, halophenyl, phenyl-substituted C 1 ~C 4 alkyl, and halophenyl-substituted C 1 ~C 4 alkyl; R 1 and R 2 are independently selected from C 1 ~C 4 alkyl, C 3 ~C 6 cycloalkyl or C 1 ~C 4 haloalkyl; Or alternatively Q is selected from the structures shown in Q2-1: X 1 is selected from C or N, X 2 is selected from C, N, O or S, and X 1 and X 2 are not simultaneously C; R 11 is selected from H, halogen, alkyl of C 1 ~C 4 , cycloalkyl of C 3 ~C 6 or haloalkyl of C 1 ~C 4 ; m is an integer of 1 to 3; R 4 is selected from hydrogen, halogen, alkyl of C 1 ~C 4 , alkyl of halogenated C 1 ~C 4 , cycloalkyl of C 3 ~C 6 , cycloalkyl of halogenated C 3 ~C 6 , alkoxy of C 1 ~C 4 , alkoxy of halogenated C 1 ~C 4 ; R 5 is selected from hydrogen, alkyl of C 1 ~C 4 or alkyl of halogenated C 1 ~C 4 ; r 1 and R 2 are independently selected from C 1 ~C 4 alkyl, C 3 ~C 6 cycloalkyl or C 1 ~C 4 haloalkyl.
- Oxadiazolone compound or its tautomer according to claim 2, characterized in that R 1 and R 2 are independently selected from -CH 3 、-CH 2 CH 3 、-CH 2 CH 2 CH 3 、-CH(CH 3 ) 2 、-C(CH 3 ) 3 、-CH 2 CH 2 CH 2 CH 3 、-CF 3 、-CH 2 CF 3 、-CH 2 CH 2 CF 3 、-CH(CF 3 ) 2 、-C(CF 3 ) 3 、-CHCH 3 CF 3 、-C(CH 3 ) 2 CF 3 or CCH 2 (CF 3 ) 2 .
- An oxadiazolone compound or a tautomer thereof according to claim 3, wherein R 10 is selected from H、-CH 3 、-CH 2 CH 3 、-CH 2 CH 2 CH 3 、-CH(CH 3 ) 2 、-C(CH 3 ) 3 、-CH 2 CH 2 CH 2 CH 3 、 phenyl, chlorophenyl, dichlorophenyl, C 6 H 5 CH 2 -、C 6 H 4 ClCH 2 -or C 6 H 3 Cl 2 CH 2 -; R 11 is selected from H, CH 3 、CF 3 、-CH 2 CH 3、 cyclopropyl or Cl.
- The oxadiazolone compound or tautomer thereof according to claim 1, wherein R 6 is selected from hydrogen or a structure represented by formula (1): In the formula (1), A 6 is selected from N, R 7 and R 8 are independently selected from hydrogen, C 1 -C4 alkyl, halogenated C 1 ~C 4 alkyl, C 3 ~C 6 cycloalkyl, C 1 ~C 4 alkoxy or halogenated C 1 ~C 4 alkoxy, wherein R 7 and R 8 are not H at the same time; Or A 6 is selected from N or C, R 7 、R 8 and A 6 where the R 7 、R 8 and the A 6 are located form a C 3 ~C 8 ring which is unsubstituted or substituted by 1-3 hetero atoms independently selected from halogen, nitro, alkyl of C 1 ~C 4 , alkyl of halogenated C 1 ~C 4 , alkoxy of C 1 ~C 4 or alkoxy of halogenated C 1 ~C 4 , wherein the hetero atoms are selected from oxygen, sulfur or nitrogen.
- The oxadiazolone compound or tautomer thereof according to claim 5, wherein R 6 is selected from the following structures: Wherein R 1 、R 3 、R 4 、R 6 is independently selected from hydrogen, halogen, C1-C4 alkyl, halogenated C1-C4 alkyl, or C3-C6 cycloalkyl; r 2 、R 5 、R 7 is independently selected from hydrogen, C1-C4 alkyl, halogenated C1-C4 alkyl, or C3-C6 cycloalkyl.
- Oxadiazolone compound or its tautomer according to claim 1, selected from the group consisting of: compound 1:Q is selected from the structures shown as Q1-1, R 1 =CH 3 ,R 2 =CH 3 ,R 3 =h; Compound 2:Q is selected from the structures shown as Q1-1, R 1 =CH 3 ,R 2 =CH 2 CH 3 ,R 3 =h; Compound 3:Q is selected from the structures shown as Q1-1, R 1 =CH 3 ,R 2 =CH 2 CH 2 CH 3 ,R 3 =h; Compound 4:Q is selected from the structures shown as Q1-1, R 1 =CH 3 ,R 2 =C(CH 3 ) 3 ,R 3 =h; Compound 5:Q is selected from the structures shown as Q1-1, R 1 =CH 3 ,R 2 =CF 3 ,R 3 =h; Compound 6:Q is selected from the structures shown as Q1-1, R 1 =CH 2 CH 3 ,R 2 =CH 3 ,R 3 =h; Compound 7:Q is selected from the structures shown as Q1-1, R 1 =CH 2 CH 3 ,R 2 =CH 2 CH 3 ,R 3 =h; compound 8:Q is selected from the structures shown as Q1-1, R 1 =CH 2 CH 3 ,R 2 =CH 2 CH 2 CH 3 ,R 3 =h; compound 9:Q is selected from the structures shown as Q1-1, R 1 =CH 2 CH 3 ,R 2 =C(CH 3 ) 3 ,R 3 =h; Compound 10: Q is selected from the structures shown as Q1-1, R 1 =CH 2 CH 3 ,R 2 =CF 3 ,R 3 =h; Compound 11:q is selected from the structures shown as Q1-1, R 1 =CH 2 CH 2 CH 3 ,R 2 =CH 3 ,R 3 =h; compound 12:q is selected from the structures shown as Q1-1, R 1 =CH 2 CH 2 CH 3 ,R 2 =CH 2 CH 3 ,R 3 =h; Q is selected from the structures shown in Q1-1 of the compound 13 ,R 1 =CH 2 CH 2 CH 3 ,R 2 =CH 2 CH 2 CH 3 ,R 3 =H; Compound 14:q is selected from the structures shown as Q1-1, R 1 =CH 2 CH 2 CH 3 ,R 2 =C(CH 3 ) 3 ,R 3 =h; compound 15:q is selected from the structures shown as Q1-1, R 1 =CH 2 CH 2 CH 3 ,R 2 =CF 3 ,R 3 =h; Compound 16:q is selected from the structures shown as Q1-1, R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 ,R 3 =h; Compound 17: Q is selected from the structures shown in Q1-1, R 1 =CH(CH 3 ) 2 ,R 2 =CH 2 CH 3 ,R 3 =h; Compound 18:q is selected from the structures shown as Q1-1, R 1 =CH(CH 3 ) 2 ,R 2 =CH 2 CH 2 CH 3 ,R 3 =h; compound 19:q is selected from the structures shown as Q1-1, R 1 =CH(CH 3 ) 2 ,R 2 =C(CH 3 ) 3 ,R 3 =h; compound 20:q is selected from the structures shown as Q1-1, R 1 =CH(CH 3 ) 2 ,R 2 =CF 3 ,R 3 =h; compound 21:q is selected from the structures shown as Q1-1, R 1 =CH 2 CH 2 CH 2 CH 3 ,R 2 =CH 3 ,R 3 =h; Q is selected from the structures shown in Q1-1 of the compound 22 ,R 1 =CH 2 CH 2 CH 2 CH 3 ,R 2 =CH 2 CH 3 ,R 3 =H; Compound 23:Q is selected from the structures shown in Q1-1 ,R 1 =CH 2 CH 2 CH 2 CH 3 ,R 2 =CH 2 CH 2 CH 3 ,R 3 =H; Compound 24:Q is selected from the structures shown in Q1-1 ,R 1 =CH 2 CH 2 CH 2 CH 3 ,R 2 =C(CH 3 ) 3 ,R 3 =H; Compound 25:q is selected from the structures shown as Q1-1, R 1 =CH 2 CH 2 CH 2 CH 3 ,R 2 =CF 3 ,R 3 =h; Compound 26:q is selected from the structures shown as Q1-1, R 1 =C(CH 3 ) 3 ,R 2 =CH 3 ,R 3 =h; compound 27:q is selected from the structures shown as Q1-1, R 1 =C(CH 3 ) 3 ,R 2 =CH 2 CH 3 ,R 3 =h; Compound 28:q is selected from the structures shown as Q1-1, R 1 =C(CH 3 ) 3 ,R 2 =CH 2 CH 2 CH 3 ,R 3 =h; Compound 29: Q is selected from the structures shown in Q1-1, R 1 =C(CH 3 ) 3 ,R 2 =C(CH 3 ) 3 ,R 3 =h; compound 30:q is selected from the structures shown as Q1-1, R 1 =C(CH 3 ) 3 ,R 2 =CF 3 ,R 3 =h; Compound 31:q is selected from the structures shown in Q3, R 1 =CH 3 ,R 2 =CH 3 ,A 4 =O,A 5 =O,R 10 =CH 3 ; compound 32:q is selected from the structures shown in Q3 ,R 1 =CH 3 ,R 2 =CH 3 ,A 4 =O,A 5 =O,R 10 =CH 2 CH 3 ; Compound 33:q is selected from the structures shown in Q3 ,R 1 =CH 3 ,R 2 =CH 3 ,A 4 =O,A 5 =O,R 10 =CH 2 CH 2 CH 3 ; Compound 34:q is selected from the structures shown in Q3 ,R 1 =CH 3 ,R 2 =CH 3 ,A 4 =O,A 5 =O,R 10 =CH(CH 3 ) 2 ; Compound 35:q is selected from the structures shown in Q3 ,R 1 =CH 3 ,R 2 =CH 3 ,A 4 =O,A 5 =O,R 10 =CH 2 CH 2 CH 2 CH 3 ; Compound 36:q is selected from the structures shown in Q3 ,R 1 =CH 3 ,R 2 =CH 3 ,A 4 =O,A 5 =O,R 10 =C(CH 3 ) 3 ; Compound 37: Q is selected from the structures shown in Q3, R 1 =CH 3 ,R 2 =CH 3 ,A 4 =O,A 5 =o, Compound 38: Q is selected from the structures shown in Q3, R 1 =CH 3 ,R 2 =CH 3 ,A 4 =O,A 5 =o, Compound 39: Q is selected from the structures shown in Q3, R 1 =CH 3 ,R 2 =CH 3 ,A 4 =O,A 5 =o, Compound 40: Q is selected from the structures shown in Q3, R 1 =CH 3 ,R 2 =CH 3 ,A 4 =O,A 5 =o, Compound 41: Q is selected from the structures shown in Q3, R 1 =CH 3 ,R 2 =CH 3 ,A 4 =O,A 5 =o, Compound 42: Q is selected from the structures shown in Q3, R 1 =CH 3 ,R 2 =CH 3 ,A 4 =O,A 5 =o, Compound 43: Q is selected from the structures shown in Q3, R 1 =CH 3 ,R 2 =CH 3 ,A 4 =O,A 5 =o, Q is selected from the structures shown in Q3, R 1 =CH 3 ,R 2 =CH 3 ,A 4 =O,A 5 =S,R 10 =CH 3 ; Compound 45:q is selected from the structures shown in Q3 ,R 1 =CH 3 ,R 2 =CH 3 ,A 4 =O,A 5 =S,R 10 =CH 2 CH 3 ; Compound 46:Q is selected from the structures shown in Q3 ,R 1 =CH 3 ,R 2 =CH 3 ,A 4 =O,A 5 =S,R 10 =CH 2 CH 2 CH 3 ; Compound 47:q is selected from the structures shown in Q3 ,R 1 =CH 3 ,R 2 =CH 3 ,A 4 =O,A 5 =S,R 10 =CH(CH 3 ) 2 ; Compound 48:q is selected from the structures shown in Q3 ,R 1 =CH 3 ,R 2 =CH 3 ,A 4 =O,A 5 =S,R 10 =CH 2 CH 2 CH 2 CH 3 ; Compound 49:q is selected from the structures shown in Q3 ,R 1 =CH 3 ,R 2 =CH 3 ,A 4 =O,A 5 =S,R 10 =C(CH 3 ) 3 ; Compound 50: Q is selected from the structures shown in Q3, R 1 =CH 3 ,R 2 =CH 3 ,A 4 =O,A 5 =s, Compound 51: Q is selected from the structures shown in Q3, R 1 =CH 3 ,R 2 =CH 3 ,A 4 =O,A 5 =s, Compound 52, Q is selected from the structures shown in Q3, R 1 =CH 3 ,R 2 =CH 3 ,A 4 =O,A 5 =s, Compound 53: Q is selected from the structures shown in Q3, R 1 =CH 3 ,R 2 =CH 3 ,A 4 =O,A 5 =s, Compound 54, Q is selected from the structures shown in Q3, R 1 =CH 3 ,R 2 =CH 3 ,A 4 =O,A 5 =s, Compound 55: Q is selected from the structures shown in Q3, R 1 =CH 3 ,R 2 =CH 3 ,A 4 =O,A 5 =s, Compound 56:q is selected from the structures shown in Q2 ,A 3 =O,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =H,R 5 =CH 3 ,R 6 =H; Compound 57:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =H,R 5 =CH 2 CH 3 ,R 6 =H; Compound 58:q is selected from the structures shown in Q2 ,A 3 =O,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 ,R 6 =H; Compound 59:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 2 CH 3 ,R 6 =H; Compound 60:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =CH 2 CH 3 ,R 5 =CH 3 ,R 6 =H; Compound 61:Q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =CH 2 CH 3 ,R 5 =CH 2 CH 3 ,R 6 =H; Compound 62:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =CH 2 CH 2 CH 3 ,R 5 =CH 3 ,R 6 =H; Compound 63:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =CH 2 CH 2 CH 3 ,R 5 =CH 2 CH 3 ,R 6 =H; The compound 64:Q is selected from the structures shown in Q2 ,A 3 =O,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =CH(CH 3 ) 2 ,R 5 =CH 3 ,R 6 =H; Compound 65:Q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =CH(CH 3 ) 2 ,R 5 =CH 2 CH 3 ,R 6 =H; Compound 66:q is selected from the structures shown in Q2 ,A 3 =O,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =CF 3 ,R 5 =CH 3 ,R 6 =H; Compound 67:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =CF 3 ,R 5 =CH 2 CH 3 ,R 6 =H; Compound 68, Q is selected from the structures shown in Q2, a 3 =O,R 1 =CH 3 ,R 2 =CH 3 , R 5 =CH 3 ,R 6 =H; Compound 69:q is selected from the structures shown as Q2, a 3 =O,R 1 =CH 3 ,R 2 =CH 3 , R 5 =CH 2 CH 3 ,R 6 =H; Compound 70:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 ,R 4 =H,R 5 =CH 3 ,R 6 =H; Compound 71:Q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 ,R 4 =H,R 5 =CH 2 CH 3 ,R 6 =H; Compound 72:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 ,R 6 =H; Compound 73:Q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 2 CH 3 ,R 6 =H; Compound 74:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH 2 CH 3 ,R 5 =CH 3 ,R 6 =H; Compound 75:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH 2 CH 3 ,R 5 =CH 2 CH 3 ,R 6 =H; Compound 76:q is selected from the structures shown in Q2 ,A 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH 2 CH 2 CH 3 ,R 5 =CH 3 ,R 6 =H; Compound 77:Q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH 2 CH 2 CH 3 ,R 5 =CH 2 CH 3 ,R 6 =H; Compound 78:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH(CH 3 ) 2 ,R 5 =CH 3 ,R 6 =H; Compound 79:Q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH(CH 3 ) 2 ,R 5 =CH 2 CH 3 ,R 6 =H; Compound 80:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CF 3 ,R 5 =CH 3 ,R 6 =H; Compound 81:Q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CF 3 ,R 5 =CH 2 CH 3 ,R 6 =H; Compound 82, Q is selected from the structures shown as Q2, a 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 , R 5 =CH 3 ,R 6 =H; Compound 83: Q is selected from the structures shown as Q2, a 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 , R 5 =CH 2 CH 3 ,R 6 =H; Compound 84:q is selected from the structures shown in Q2 ,A 3 =O,R 1 =CH 2 CH 2 CH 3 ,R 2 =CH 3 ,R 4 =H,R 5 =CH 3 ,R 6 =H; Q is selected from the structures shown in Q2 ,A 3 =O,R 1 =CH 2 CH 2 CH 3 ,R 2 =CH 3 ,R 4 =H,R 5 =CH 2 CH 3 ,R 6 =H; Compound 86:q is selected from the structures shown in Q2 ,A 3 =O,R 1 =CH 2 CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 ,R 6 =H; Compound 87:Q is selected from the structures shown in Q2 ,A 3 =O,R 1 =CH 2 CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 2 CH 3 ,R 6 =H; Compound 88:Q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 2 CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH 2 CH 3 ,R 5 =CH 3 ,R 6 =H; Compound 89:Q is selected from the structures shown in Q2 ,A 3 =O,R 1 =CH 2 CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH 2 CH 3 ,R 5 =CH 2 CH 3 ,R 6 =H; Compound 90:Q is selected from the structures shown in Q2 ,A 3 =O,R 1 =CH 2 CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH 2 CH 2 CH 3 ,R 5 =CH 3 ,R 6 =H; Compound 91:q is selected from the structures shown in Q2 ,A 3 =O,R 1 =CH 2 CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH 2 CH 2 CH 3 ,R 5 =CH 2 CH 3 ,R 6 =H; Compound 92:Q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 2 CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH(CH 3 ) 2 ,R 5 =CH 3 ,R 6 =H; Compound 93:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 2 CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH(CH 3 ) 2 ,R 5 =CH 2 CH 3 ,R 6 =H; Compound 94:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 2 CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CF 3 ,R 5 =CH 3 ,R 6 =H; The compound 95:Q is selected from the structures shown in Q2 ,A 3 =O,R 1 =CH 2 CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CF 3 ,R 5 =CH 2 CH 3 ,R 6 =H; Compound 96:q is selected from the structures shown as Q2, a 3 =O,R 1 =CH 2 CH 2 CH 3 ,R 2 =CH 3 , R 5 =CH 3 ,R 6 =H; Compound 97: Q is selected from the structures shown as Q2, a 3 =O,R 1 =CH 2 CH 2 CH 3 ,R 2 =CH 3 , R 5 =CH 2 CH 3 ,R 6 =H; Compound 98:Q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 ,R 4 =H,R 5 =CH 3 ,R 6 =H; Compound 99:Q is selected from the structures shown in Q2 ,A 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 ,R 4 =H,R 5 =CH 2 CH 3 ,R 6 =H; Q is selected from the structures shown in Q2 of the compound 100: ,A 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 ,R 6 =H; Compound 101:q is selected from structures shown as Q2 ,A 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 2 CH 3 ,R 6 =H; Q is selected from the structures shown in Q2 of the compound 102 ,A 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 ,R 4 =CH 2 CH 3 ,R 5 =CH 3 ,R 6 =H; Compound 103:Q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 ,R 4 =CH 2 CH 3 ,R 5 =CH 2 CH 3 ,R 6 =H; Compound 104:q is selected from the structures shown in Q2 ,A 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 ,R 4 =CH 2 CH 2 CH 3 ,R 5 =CH 3 ,R 6 =H; Compound 105:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 ,R 4 =CH 2 CH 2 CH 3 ,R 5 =CH 2 CH 3 ,R 6 =H; Compound 106:q is selected from the structures shown in Q2 ,A 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 ,R 4 =CH(CH 3 ) 2 ,R 5 =CH 3 ,R 6 =H; Compound 107:q is selected from the structures shown in Q2 ,A 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 ,R 4 =CH(CH 3 ) 2 ,R 5 =CH 2 CH 3 ,R 6 =H; Q is selected from the group consisting of structures shown as Q2 ,A 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 ,R 4 =CF 3 ,R 5 =CH 3 ,R 6 =H; Compound 109: Q is selected from the structures shown in Q2 ,A 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 ,R 4 =CF 3 ,R 5 =CH 2 CH 3 ,R 6 =H; Compound 110, Q is selected from the structures shown as Q2, a 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 , R 5 =CH 3 ,R 6 =H; Compound 111: Q is selected from the structures shown as Q2, a 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 , R 5 =CH 2 CH 3 ,R 6 =H; Q is selected from the structures shown in Q2 of the compound 112 ,A 3 =O,R 1 =CH 2 CH 2 CH 2 CH 3 ,R 2 =CH 3 ,R 4 =H,R 5 =CH 3 ,R 6 =H; Compound 113:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 2 CH 2 CH 2 CH 3 ,R 2 =CH 3 ,R 4 =H,R 5 =CH 2 CH 3 ,R 6 =H; Compound 114:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 2 CH 2 CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 ,R 6 =H; Compound 115:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 2 CH 2 CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 2 CH 3 ,R 6 =H; Q is selected from the group consisting of the structures shown in Q2 for compound 116 ,A 3 =O,R 1 =CH 2 CH 2 CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH 2 CH 3 ,R 5 =CH 3 ,R 6 =H; Compound 117:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 2 CH 2 CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH 2 CH 3 ,R 5 =CH 2 CH 3 ,R 6 =H; The compound 118:Q is selected from Q2 shows the structure ,A 3 =O,R 1 =CH 2 CH 2 CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH 2 CH 2 CH 3 ,R 5 =CH 3 ,R 6 =H; Compound 119:Q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 2 CH 2 CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH 2 CH 2 CH 3 ,R 5 =CH 2 CH 3 ,R 6 =H; Compound 120:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 2 CH 2 CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH(CH 3 ) 2 ,R 5 =CH 3 ,R 6 =H; Compound 121:q is selected from structures shown as Q2 ,A 3 =O,R 1 =CH 2 CH 2 CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH(CH 3 ) 2 ,R 5 =CH 2 CH 3 ,R 6 =H; Compound 122:q is selected from the structures shown in Q2 ,A 3 =O,R 1 =CH 2 CH 2 CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CF 3 ,R 5 =CH 3 ,R 6 =H; Compound 123:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 2 CH 2 CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CF 3 ,R 5 =CH 2 CH 3 ,R 6 =H; Compound 124, Q is selected from the structures shown as Q2, a 3 =O,R 1 =CH 2 CH 2 CH 2 CH 3 ,R 2 =CH 3 , R 5 =CH 3 ,R 6 =H; Compound 125: Q is selected from the structures shown in Q2, a 3 =O,R 1 =CH 2 CH 2 CH 2 CH 3 ,R 2 =CH 3 , R 5 =CH 2 CH 3 ,R 6 =H; Compound 126:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =C(CH 3 ) 3 ,R 2 =CH 3 ,R 4 =H,R 5 =CH 3 ,R 6 =H; Compound 127:Q is selected from the structures shown as Q2 ,A 3 =O,R 1 =C(CH 3 ) 3 ,R 2 =CH 3 ,R 4 =H,R 5 =CH 2 CH 3 ,R 6 =H; Q is selected from the group consisting of the structures shown in Q2 ,A 3 =O,R 1 =C(CH 3 ) 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 ,R 6 =H; Compound 129:Q is selected from the structures shown as Q2 ,A 3 =O,R 1 =C(CH 3 ) 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 2 CH 3 ,R 6 =H; Compound 130:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =C(CH 3 ) 3 ,R 2 =CH 3 ,R 4 =CH 2 CH 3 ,R 5 =CH 3 ,R 6 =H; Compound 131:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =C(CH 3 ) 3 ,R 2 =CH 3 ,R 4 =CH 2 CH 3 ,R 5 =CH 2 CH 3 ,R 6 =H; Compound 132:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =C(CH 3 ) 3 ,R 2 =CH 3 ,R 4 =CH 2 CH 2 CH 3 ,R 5 =CH 3 ,R 6 =H; Compound 133: Q is selected from the structures shown as Q2 ,A 3 =O,R 1 =C(CH 3 ) 3 ,R 2 =CH 3 ,R 4 =CH 2 CH 2 CH 3 ,R 5 =CH 2 CH 3 ,R 6 =H; Compound 134:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =C(CH 3 ) 3 ,R 2 =CH 3 ,R 4 =CH(CH 3 ) 2 ,R 5 =CH 3 ,R 6 =H; Compound 135:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =C(CH 3 ) 3 ,R 2 =CH 3 ,R 4 =CH(CH 3 ) 2 ,R 5 =CH 2 CH 3 ,R 6 =H; Compound 136:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =C(CH 3 ) 3 ,R 2 =CH 3 ,R 4 =CF 3 ,R 5 =CH 3 ,R 6 =H; Compound 137:q is selected from the structures shown in Q2 ,A 3 =O,R 1 =C(CH 3 ) 3 ,R 2 =CH 3 ,R 4 =CF 3 ,R 5 =CH 2 CH 3 ,R 6 =H; Compound 138, Q is selected from the structures shown in Q2, a 3 =O,R 1 =C(CH 3 ) 3 ,R 2 =CH 3 , R 5 =CH 3 ,R 6 =H; Compound 139: Q is selected from the structures shown as Q2, a 3 =O,R 1 =C(CH 3 ) 3 ,R 2 =CH 3 , R 5 =CH 2 CH 3 ,R 6 =H; Q is selected from the structures shown as Q2 in the compound 140 ,A 3 =S,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 ,R 6 =(CH 3 CH 2 ) 2 NCO; Compound 141: Q is selected from the structures shown in Q2 ,A 3 =O,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 ,R 6 =(CH 3 CH 2 CH 2 ) 2 NCO; Q is selected from the structures shown as Q2 in the compound 142 ,A 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 ,R 6 =(CH 3 CH 2 CH 2 ) 2 NCO; Compound 143:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 ,R 6 =(CH 3 CH 2 CH 2 ) 2 NCO; Compound 144, Q is selected from the structures shown in Q2, a 3 =O,R 1 =CH 3 ,R 2 =CH 3 , R 5 =CH 3 ,R 6 =(CH 3 CH 2 CH 2 ) 2 NCO; Compound 145:q is selected from the structures shown as Q2 ,A 3 =S,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 ,R 6 =(CH 3 OCH 2 CH 2 ) 2 NCO; Q is selected from the structures shown in Q2 ,A 3 =S,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 147:Q is selected from the structures shown as Q2 ,A 3 =S,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 148: Q is selected from the structures shown as Q2 ,A 3 =S,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Q is selected from the structures shown in Q2 of the compound 149 ,A 3 =O,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 150:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 151:q is selected from structures shown as Q2 ,A 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 152: Q is selected from the structures shown as Q2, a 3 =O,R 1 =CH 3 ,R 2 =CH 3 , R 5 =CH 3 , Compound 153: Q is selected from the structures shown as Q2, a 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 , R 5 =CH 3 , Q is selected from the group consisting of structures shown as Q2 in the compound 154 ,A 3 =O,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 155:q is selected from structures shown as Q2 ,A 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Q is selected from the group consisting of structures shown as Q2 in the compound 156 ,A 3 =O,R 1 =CH 2 CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 157:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 158, Q is selected from the structures shown as Q2, a 3 =O,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =H,R 5 =CH 3 , Compound 159:Q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 ,R 4 =H,R 5 =CH 3 , Q is selected from the structures shown as Q2 in the compound 160 ,A 3 =O,R 1 =CH 2 CH 2 CH 3 ,R 2 =CH 3 ,R 4 =H,R 5 =CH 3 , Compound 161:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 ,R 4 =H,R 5 =CH 3 , Compound 162, Q is selected from the structures shown in Q2, a 3 =O,R 1 =CH 3 ,R 2 =CH 3 , R 5 =CH 3 , Compound 163, Q is selected from the structures shown as Q2, a 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 , R 5 =CH 3 , Compound 164, Q is selected from the structures shown as Q2, a 3 =O,R 1 =CH 2 CH 2 CH 3 ,R 2 =CH 3 , R 5 =CH 3 , Compound 165, Q is selected from the structures shown in Q2, a 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 , R 5 =CH 3 , Compound 166:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 167:q is selected from structures shown as Q2 ,A 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 168: Q is selected from the structures shown in Q2 ,A 3 =O,R 1 =CH 2 CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 169Q is selected from the group consisting of structures shown as Q2 ,A 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 170: Q is selected from the structures shown as Q2, a 3 =O,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =H,R 5 =CH 3 , Compound 171:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 ,R 4 =H,R 5 =CH 3 , Compound 172:Q is selected from the structures shown in Q2 ,A 3 =O,R 1 =CH 2 CH 2 CH 3 ,R 2 =CH 3 ,R 4 =H,R 5 =CH 3 , Compound 173:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 ,R 4 =H,R 5 =CH 3 , Compound 174, Q is selected from the structures shown in Q2, a 3 =O,R 1 =CH 3 ,R 2 =CH 3 , R 5 =CH 3 , Compound 175:q is selected from the structures shown as Q2, a 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 , R 5 =CH 3 , Compound 176, Q is selected from the group consisting of structures shown as Q2, a 3 =O,R 1 =CH 2 CH 2 CH 3 ,R 2 =CH 3 , R 5 =CH 3 , Compound 177, Q is selected from the structures shown in Q2, a 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 , R 5 =CH 3 , Compound 178: Q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 179: Q is selected from the structures shown in Q2 ,A 3 =O,R 1 =CH 2 CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 180, Q is selected from the structures shown in Q2, a 3 =O,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =H,R 5 =CH 3 , Compound 181:q is selected from the structures shown in Q2 ,A 3 =O,R 1 =CH 2 CH 2 CH 3 ,R 2 =CH 3 ,R 4 =H,R 5 =CH 3 , Compound 182, Q is selected from the structures shown as Q2, a 3 =O,R 1 =CH 3 ,R 2 =CH 3 , R 5 =CH 3 , Compound 183: Q is selected from the structures shown as Q2, a 3 =O,R 1 =CH 2 CH 2 CH 3 ,R 2 =CH 3 , R 5 =CH 3 , Compound 184:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 185:Q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 186:q is selected from the structures shown in Q2 ,A 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 ,R 4 =H,R 5 =CH 3 , Compound 187:q is selected from the structures shown in Q2 ,A 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 ,R 4 =H,R 5 =CH 3 , Compound 188:q is selected from the group consisting of structures shown as Q2, a 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 , R 5 =CH 3 , Compound 189: Q is selected from the group consisting of structures shown as Q2, a 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 , R 5 =CH 3 , Compound 190:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH2CH 3 , Compound 191:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =H,R 5 =CH 2 CH 3 , Compound 192: Q is selected from the group consisting of structures shown as Q2, a 3 =O,R 1 =CH 2 CH 2 CH 3 ,R 2 =CH 3 , R 5 =CH 2 CH 3 , Compound 193: Q is selected from the structures shown as Q2, a 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 , R 5 =CH 2 CH 3 , Compound 194:Q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 195:q is selected from the structures shown in Q2 ,A 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 196: Q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 2 CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 197:q is selected from the structures shown in Q2 ,A 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 198, Q is selected from the structures shown in Q2, a 3 =O,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =H,R 5 =CH 3 , Compound 199:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 ,R 4 =H,R 5 =CH 3 , Compound 200:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 ,R 4 =H,R 5 =CH 3 , Compound 201: Q is selected from the structures shown as Q2, a 3 =O,R 1 =CH 3 ,R 2 =CH 3 , R 5 =CH 3 , Compound 202, Q is selected from the structures shown as Q2, a 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 , R 5 =CH 3 , Compound 203, Q is selected from the structures shown in Q2, a 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 , R 5 =CH 3 , Compound 204:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 205: Q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Q is selected from the structures shown as Q2 in the compound 206 ,A 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 207, Q is selected from the structures shown as Q2, a 3 =O,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =H,R 5 =CH 3 , Compound 208:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 ,R 4 =H,R 5 =CH 3 , Compound 209:Q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 2 CH 2 CH 3 ,R 2 =CH 3 ,R 4 =H,R 5 =CH 3 , Compound 210:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 ,R 4 =H,R 5 =CH 3 , Compound 211, Q is selected from the structures shown as Q2, a 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 , R 5 =CH 3 , Compound 212, Q is selected from the structures shown as Q2, a 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 , R 5 =CH 3 , Compound 213:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 214:q is selected from the structures shown in Q2 ,A 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 215:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 216, Q is selected from the group consisting of structures shown as Q2, a 3 =O,R 1 =CH 3 ,R 2 =CH 3 , R 5 =CH 3 , Compound 217:q is selected from the structures shown as Q2, a 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 , R 5 =CH 3 , Compound 218:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 219:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 220:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 221, Q is selected from the structures shown in Q2, a 3 =O,R 1 =CH 3 ,R 2 =CH 3 , R 5 =CH 3 , Compound 222:q is selected from the structures shown as Q2, a 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 , R 5 =CH 3 , Compound 223:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 224:q is selected from the structures shown in Q2 ,A 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 225Q is selected from the structures shown in Q2 ,A 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 226, Q is selected from the structures shown in Q2, a 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 , R 5 =CH 3 , Compound 227:q is selected from the structures shown in Q2 ,A 3 =O,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Q is selected from the group consisting of structures shown as Q2 in the compound 228 ,A 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 229:Q is selected from the structures shown in Q2 ,A 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 230, Q is selected from the structures shown in Q2, a 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 , R 5 =CH 3 , Compound 231:q is selected from structures shown as Q2 ,A 3 =O,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 232:q is selected from the structures shown as Q2 ,A 3 =S,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 233:Q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 234:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 235, Q is selected from the group consisting of structures shown as Q2, a 3 =O,R 1 =CH 3 ,R 2 =CH 3 , R 5 =CH 3 , Compound 236, Q is selected from the structures shown as Q2, a 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 , R 5 =CH 3 , Compound 237, Q is selected from the group consisting of structures shown as Q2, A 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 , R 5 =CH 3 , Compound 238:Q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 239:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 240:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 241, Q is selected from the structures shown as Q2, a 3 =O,R 1 =CH 3 ,R 2 =CH 3 , R 5 =CH 3 , Compound 242, Q is selected from the structures shown in Q2, a 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 , R 5 =CH 3 , Compound 243:q is selected from the structures shown as Q2, a 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 , R 5 =CH 3 , Compound 244:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 245:Q is selected from the structures shown as Q2 ,A 3 =S,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 246:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 247, Q is selected from the structures shown as Q2, a 3 =O,R 1 =CH 3 ,R 2 =CH 3 , R 5 =CH 3 , Compound 248, Q is selected from the structures shown in Q2, a 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 , R 5 =CH 3 , Compound 249:q is selected from the structures shown as Q2, a 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 , R 5 =CH 3 , Compound 250:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 251:Q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 252, Q is selected from the structures shown as Q2, a 3 =O,R 1 =CH 3 ,R 2 =CH 3 , R 5 =CH 3 , Compound 253:q is selected from the structures shown as Q2, a 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 , R 5 =CH 3 , Compound 254, Q is selected from the structures shown in Q2, a 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 , R 5 =CH 3 , Compound 255:q is selected from the structures shown as Q2 ,A 3 =O,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 256:q is selected from the structures shown as Q2 ,A 3 =S,R 1 =CH 3 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 257:q is selected from the structures shown in Q2 ,A 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 ,R 4 =CH 3 ,R 5 =CH 3 , Compound 258, Q is selected from the structures shown in Q2, a 3 =O,R 1 =CH 3 ,R 2 =CH 3 , R 5 =CH 3 , Compound 259:q is selected from the structures shown as Q2, a 3 =O,R 1 =CH 2 CH 3 ,R 2 =CH 3 , R 5 =CH 3 , Compound 260: Q is selected from the structures shown in Q2, a 3 =O,R 1 =CH(CH 3 ) 2 ,R 2 =CH 3 , R 5 =CH 3 ,
- Use of oxadiazolone compounds or their tautomers according to any one of claims 1 to 7 for controlling weeds.
- The use according to claim 8, wherein the weeds are selected from one or more of broadleaf weeds or grassy weeds.
- A herbicidal composition comprising an oxadiazolone compound according to any one of claims 1 to 7 or a tautomer thereof and an adjuvant.
- A method for controlling weeds, which comprises applying the herbicidal composition according to claim 10 to crops.
Description
Oxadiazolone compound, weeding composition and application thereof Cross reference The present application claims priority from chinese patent application filed at 11/17 2023, application number 202311532732.0, entitled "oxadiazolone-based compounds, herbicidal compositions and uses thereof", the entire contents of which are incorporated herein by reference. Technical Field The application relates to the technical field of herbicides, in particular to an oxadiazolone compound, a weeding composition and application thereof. Background The benzoyl compound has herbicidal activity, and structural modification and transformation can further improve the herbicidal activity, but the compound with high herbicidal activity has lower safety to crops, so the obtained compound with both high herbicidal activity and high crop safety is one of the research trends of the benzoyl herbicides at present. Disclosure of Invention Object of the Invention In view of the above, the technical problem to be solved by the application is to provide an oxadiazolone compound, a composition containing the oxadiazolone compound and application thereof. Solution scheme The application provides oxadiazolone compounds shown in a formula (I) or tautomers thereof: in the formula (I), R 1 and R 2 are independently selected from C 1~C6 alkyl or C 3~C6 cycloalkyl which are unsubstituted or substituted by 1-3 groups independently selected from halogen, nitro, C 1~C6 alkyl, halogenated C 1~C6 alkyl, C 1~C6 alkoxy or halogenated C 1~C6 alkoxy; Q is selected from the structures shown as Q1, Q2 or Q3: Wherein a 1、A2、A3、A4 and a 5 are independently selected from O or S; R 3 and R 10 are independently selected from hydrogen, alkyl of C 1~C6, cycloalkyl of C 3~C6, alkoxy of C 1~C6, phenyl or benzyl which are unsubstituted or substituted by 1 to 3 groups independently selected from halogen, nitro, alkyl of C 1~C6, alkyl of C 1~C6, alkoxy of C 1~C6, alkoxy of C 1~C6, phenyl or halophenyl; n is an integer of 1 to 6; R 4 is selected from hydrogen, halogen, C 1~C6 alkyl, C 3~C6 cycloalkyl or C 1~C6 alkoxy which are unsubstituted or substituted by 1 to 3 groups independently selected from halogen, nitro, C 1~C6 alkyl, halogenated C 1~C6 alkyl, C 1~C6 alkoxy or halogenated C 1~C6 alkoxy; r 5 is selected from hydrogen, C 1~C6 alkyl which is unsubstituted or substituted by 1-3 groups or C 3~C6 cycloalkyl which is independently selected from halogen, nitro, C 1~C6 alkyl, halogenated C 1~C6 alkyl, C 1~C6 alkoxy or halogenated C 1~C6 alkoxy; R 6 is selected from hydrogen, a structure shown in formula (1), alkyl of C 1~C6 which is unsubstituted or substituted by 1 to 3 groups independently selected from halogen, nitro, alkyl of C 1~C6, alkyl of halogenated C 1~C6, alkoxy of C 1~C6 or alkoxy of halogenated C 1~C6, cycloalkyl of C 3~C6, heterocycloalkyl of C 3~C8; In the formula (1), A 6 is selected from N or CR 9,R9 and is selected from hydrogen, alkyl of C 1~C6, cycloalkyl of C 3~C6 or alkoxy of C 1~C6 which are unsubstituted or substituted by 1-3 groups independently selected from halogen, nitro, alkyl of C 1~C6, alkyl of halogenated C 1~C6, alkoxy of C 1~C6 or alkoxy of halogenated C 1~C6; R 7 and R 8 are independently selected from hydrogen, alkyl of C 1~C6, cycloalkyl of C 3~C6 or alkoxy of C 1~C6, which are unsubstituted or substituted with 1 to 3 groups independently selected from halogen, nitro, alkyl of C 1~C6, alkyl of halogenated C 1~C6, alkoxy of C 1~C6 or alkoxy of halogenated C 1~C6; Or R 7、R8 and A 6 where it is located form a C 3~C8 ring which is unsubstituted or substituted with 1 to 3 groups independently selected from halogen, nitro, C 1~C6 alkyl, C 3~C6 cycloalkyl, halogenated C 1~C6 alkyl, C 1~C6 alkoxy or halogenated C 1~C6 alkoxy, containing 0 to 3 heteroatoms selected from oxygen, sulfur or nitrogen. The inventor discovers that oxadiazolone compounds obtained by substituting the position between sulfonyl and Cl on benzene ring of benzoyl compounds with the group shown in the formula (a) not only have excellent herbicidal activity on various weeds, but also are safer for various crops such as corn, rice and the like: A group. In some specific embodiments, R 1 and R 2 are independently selected from C 1~C4 alkyl or C 3~C6 cycloalkyl, which are unsubstituted or substituted with 1-3 groups selected from halogen, nitro, C 1~C4 alkyl, halo C 1~C4 alkyl, C 1~C4 alkoxy or halo C 1~C4 alkoxy, in some specific embodiments R 1 and R 2 are independently selected from -CH3、-CH2CH3、-CH2CH2CH3、-CH(CH3)2、-C(CH3)3、-CH2CH2CH2CH3、-CF3、-CH2CF3、-CH2CH2CF3、-CH(CF3)2、-C(CF3)3、-CHCH3CF3、-C(CH3)2CF3 or CCH 2(CF3)2, in some specific embodiments R 1 is selected from methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl or t-butyl, and R 2 is selected from methyl, ethyl, n-propyl, t-butyl or trifluoromethyl. In some specific embodiments, Q is selected from the structures shown in Q1: Wherein A 1、A2 is independently selected from O or S. In some specific implementations,