Search

BR-112021010730-B1 - Herbicide compositions and methods for controlling the growth of unwanted plants.

BR112021010730B1BR 112021010730 B1BR112021010730 B1BR 112021010730B1BR-112021010730-B1

Abstract

HERBICIDE COMPOSITIONS. The present invention relates to the use of substituted phenylpyridazinone herbicides and substituted phenylpyridazinone derivatives of formula (I), in combination with pyrrolidinone herbicide derivatives of formula (II) to control the growth of undesirable plants, in the control of weeds, including broadleaf and/or narrowleaf weeds, monocotyledons and/or dicotyledons, in useful plant crops.

Inventors

  • Kenneth Ling
  • CHRISTOPHER JOHN MATHEWS
  • STEPHEN EDWARD SHANAHAN

Assignees

  • SYNGENTA CROP PROTECTION AG

Dates

Publication Date
20260310
Application Date
20191128
Priority Date
20181204

Claims (12)

  1. 1. Composition characterized by the fact that it comprises: (A) a compound of formula (I) or a salt or N-oxide thereof, wherein R1 is selected from the group consisting of methyl, ethyl, n-propyl, c-propyl, propargyl and C1 haloalkyl; R2 is selected from the group consisting of hydrogen, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxy, C1-C3 alkoxy(C1-C3)-alkyl(C1-C3), C3-C6 cycloalkyl, C2-C6 alkenyl, C2-C6 haloalkenyl, C2-C6 alkynyl and C2-C6 haloalkynyl; G is hydrogen or C(O)R3; R3 is selected from the group consisting of C1-C6 alkyl, C1-C6 alkenyl, C1-C6 alkynyl, alkyl(C1-C6)-S-, -NR4R5 and phenyl optionally substituted with one or more R6; R4 and R5 are independently selected from group consisting of C1-C6 alkyl and C1-C6 alkoxy, or R4 and R5 together may form a morpholinyl ring; R6 is selected from the group consisting of halogen, cyano, nitro, C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy and C1-C3 haloalkoxy; X and Y are each independently hydrogen, chlorine, fluorine or bromine; D is a substituted or unsubstituted monocyclic heteroaryl ring containing 1, 2 or 3 heteroatoms independently selected from oxygen, nitrogen and sulfur, and wherein, when D is substituted, it is substituted on at least one carbon atom of the ring with R8 and/or on one nitrogen atom of the ring with R9; each R8 is independently oxygen, hydroxyl, halogen, cyano, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 haloalkoxy, haloalkoxy(C1-C3)-alkyl(C1-C3)-, C1-C6 alkoxy, alkoxy(C1-C3)-alkyl(C1-C3), alkoxy(C1-C3)-alkoxy(C1-C3)-alkyl(C1-C3)-, C3-C6 cycloalkyl, C2-C6 alkenyl, haloalkenyl C2C6, C2-C6 alkynyl, hydroxy(C1-C6)alkyl-, alkyl(C1-C6)carbonyl-, alkyl(C1-C6)-S(O)m-, amino, C1-C6 alkylamino, C1-C6 dialkylamino, -C(C1-C3 alkyl)=NO-alkyl(C1-C3) and C2-C6 haloalkynyl; m is a number integer 0, 1 or 2; each R9 is independently C1-C4 alkyl, C3-C6 alkoxy, C1-C2 alkoxy-alkyl, C2-C4 alkenyl, C1-C4 haloalkyl, C2-C4 haloalkenyl, C2-C4 alkynyl or C2C4 haloalkynyl; or D is a substituted or unsubstituted phenyl ring (Dp), where p indicates the point of attachment of (Dp) to the rest of the molecule; Z1, Z2, Z3, Z4 and Z5 are each independently selected from hydrogen, C1-C3 alkyl, C1-C3 alkoxy, C1-C3 haloalkyl, C1-C3 haloalkoxy or halogen; W is any of -CH2-CH2-, or -CH=CH-; (B) one or more compounds of formula (II) where RB11 is H, C1-C6 alkyl, C1-C6 haloalkyl or C4-C8 cycloalkyl; RB6 is H, C1-C6 alkyl or C1-C6 alkoxy; QB1 is a phenolic ring or a pyridinyl ring, each of which may be optionally substituted by 1 to 3 R4 groups; QB2 is a phenolic ring, optionally substituted by 1 to 3 RB5 groups; each RB4 is independently halogen, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C3-C8 cycloalkyl, cyano, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, SF5, NHRB8, phenyl optionally substituted with 1 to 3 RB7 or pyrazolyl optionally substituted with 1 to 3 RB7; each RB5 is independently halogen, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, cyano, nitro, C1-C6 alkylthio, C1-C6 alkylsulfinyl or C1-C6 alkylsulfonyl; each RB7 is independently C1-C6 alkyl, halogen or C1-C6 haloalkyl; and RB8 is an alkoxy(C1-C4)carbonyl; or an N-oxide, or a desal form thereof.
  2. 2. Composition according to claim 1, characterized in that component (A) is a compound of formula (I) or a salt or N-oxide thereof, selected from the group consisting of 1.001, 1.002, 1.012, 1.018, 1.024, 1.042, 1.048, 1.054, 1.060, 1.066, 1.089, 1.095, 1.125, and 1.149 as defined in the table below:
  3. 3. Composition according to claim 1 or 2, characterized in that component (B) is selected from the group of compounds consisting of 2.1, 2.2, 2.3, 2.4, 2.5, 2.6, 2.7, 2.8, 2.9, 2.10, 2.11, 2.12, 2.13, 2.14, 2.15, 2.16, 2.17, and 2.18, as defined in the table below:
  4. 4. Composition, according to any one of claims 1 to 3, characterized in that it is selected from the group consisting of composition 1 through composition 252, as defined in the table below: wherein compounds 1.001, 1.002, 1.012, 1.018, 1.024, 1.042, 1.048, 1.054, 1.060, 1.066, 1.089, 1.095, 1.125, and 1.149 are as defined in claim 2, and compounds 2.1, 2.2, 2.3, 2.4, 2.5, 2.6, 2.7, 2.8, 2.9, 2.10, 2.11, 2.12, 2.13, 2.14, 2.15, 2.16, 2.17, and 2.18 are as defined in claim 3.
  5. 5. Composition, according to any one of claims 1 to 4, characterized in that the weight ratio of component (A) to component (B) is from 0.01:1 to 100:1.
  6. 6. Composition, according to any one of claims 1 to 5, characterized in that the weight ratio of component (A) to component (B) is from 0.05:1 to 20:1.
  7. 7. Composition, according to any one of claims 1 to 6, characterized in that the weight ratio of component (A) to component (B) is from 0.1:1 to 20:1.
  8. 8. Herbicidal composition, according to any one of claims 1 to 7, characterized in that it further comprises an agriculturally acceptable formulation adjuvant.
  9. 9. Herbicidal composition, according to claim 8, characterized in that it further comprises at least one additional pesticide.
  10. 10. Herbicidal composition, according to claim 9, characterized in that the additional pesticide is a herbicide or herbicidal protectant.
  11. 11. Method for controlling the growth of unwanted plants, characterized in that it comprises applying (A) a compound of formula (I), as defined in claim 1 or 2, and (B) a compound of formula (II), as defined in claim 1 or 3, to the unwanted plants or to the location thereof.
  12. 12. Method according to claim 11, characterized in that the compounds of formula (I) and formula (II) are applied in the form of a composition, as defined in any one of claims 1 to 10.

Description

[0001] The present invention relates to novel herbicide compositions and their use in controlling plants or inhibiting plant growth. [0002] Pyridazinone herbicides are known from WO2009/086041. Additionally, heterocyclyl-substituted pyridazinone herbicides with 5/6 members are known from WO 2011/045271. While WO2013/160126 describes indolyl-pyridazinone derivatives that exhibit herbicidal activity. [0003] Pyrrolidinone derivatives herbicides of the formula They are described in WO2015/084796. [0004] The present invention is based on the discovery that substituted phenylpyridazinone derivatives and substituted phenylpyridazinone derivatives of formula (I), as defined below, exhibit surprisingly good herbicidal activity, particularly in combination with pyrrolidinine herbicidal derivatives of formula (II) also described below. [0005] In one aspect, therefore, the present invention provides a composition comprising: (A) a compound of formula (I) or a salt or N-oxide thereof, wherein R1 is selected from the group consisting of C1-C4 alkyl, C3-C6 cycloalkyl, C3-C6 alkoxy, C1-C2 alkoxy-alkyl, C2-C4 alkenyl, C1-C4 haloalkyl, C1-C4 cyanoalkyl, C2-C4 haloalkenyl, C2-C4 alkynyl and C2-C4 haloalkynyl; R2 is selected from the group consisting of hydrogen, halogen, cyano, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 haloalkoxy, C1-C3 haloalkoxy-alkyl, C1-C6 alkoxy, C1-C3 alkoxy-alkyl alkoxy(C1-C3)-alkoxy(C1-C3)-alkyl(C1-C3)-, cycloalkyl C3-C6, alkenyl C2-C6, haloalkenyl C2-C6, alkynyl C2-C6, hydroxyalkyl(C1-C6)-, alkylcarbonyl(C1-C6)-, -S(O)malkyl C1-C6, amino, alkylamino C1-C6, dialkylamino C1-C6, -C(alkyl C1-C3)=NO- alkyl(C1-C3) and haloalkynyl C2-C6;G is hydrogen or C(O)R3;R3 is selected from the group consisting of C1-C6 alkyl, C1-C6 alkenyl, C1-C6 alkynyl, alkyl(C1-C6)-S-, -NR4R5 and phenyl optionally substituted with one or more R6, R4, and R5 are independently selected from the group consisting of C1-C6 alkyl and C1-C6 alkoxy, or R4 and R5 together may form a morpholinyl ring; R6 is selected from the group consisting of halogen, cyano, nitro, C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, and C1-C3 haloalkoxy; X and Y are each independently hydrogen, C1-C3 alkyl, C1-C3 alkoxy, C1-C3 haloalkyl, C1-C3 haloalkoxy, or halogen; D is a substituted or unsubstituted monocyclic heteroaryl ring containing 1, 2, or 3 independently selected heteroatoms of oxygen, nitrogen, and sulfur, wherein, when D is substituted, it is substituted at least one carbon atom of the ring with R8 and/or at one nitrogen atom of the ring with R9; each R8 is independently oxygen. hydroxyl,halogen, cyano, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 haloalkoxy, haloalkoxy(C1-C3)-alkyl(C1-C3)-, C1-C6 alkoxy,alkoxy(C1-C3)-alkyl(C1-C3), alkoxy(C1-C3)-alkoxy(C1-C3)-alkyl(C1-C3)-, cycloalkyl C3-C6, alkenyl C2-C6, haloalkenyl C2-C6, alkynyl C2-C6, hydroxyalkyl(C1-C6)-, alkyl(C1-C6)carbonyl-, alkyl(C1-C6)-S(O)m-, amino, C1-C6 alkylamino, C1-C6 dialkylamino, -C(C1-C3 alkyl)=NO- alkyl(C1-C3) and haloalkynyl C2-C6;m is an integer of 0, 1, or 2; and each R9 is independently alkyl C1-C4, alkoxy C3-C6, alkoxy(C1-C2)-alkyl(C1-C2), alkenyl C2-C4, haloalkyl C1-C4, haloalkenyl C2-C4, alkynyl C2-C4, or haloalkynyl C2C4; or,D is a substituted or unsubstituted phenyl ring (Dp), where p denotes the point of attachment of (Dp) to the rest of the molecule; Z1, Z2, Z3, Z4 and Z5 are each independently selected from hydrogen, C1-C3 alkyl, C1-C3 alkoxy, C1-C3 haloalkyl, C1-C3 haloalkoxy or halogen; and W is any one of where “a” denotes the point of attachment to the phenylpyridazinone/phenylpyridazinedione chemical moiety, “b” denotes the point of attachment to ring D, R10, R12, R13 and R14 are each independently hydrogen, C1-C3 alkyl or C1-C3 haloalkyl; or R10 and R12 together with the carbon atoms to which they are attached form a C3-C6 carbocyclic ring; R11 and R13 are each independently hydrogen, halogen, C1-C3 alkyl or C1-C3 haloalkyl, provided that when one of R11 or R13 is halogen, C1-C3 alkyl or C1-C3 haloalkyl, the other is hydrogen; and (B) one or more compounds of formula (II) wherein, RB11 is H, C1-C6 alkyl, C1-C6 haloalkyl or C4-C8 cycloalkyl; RB6 is H, C1-C6 alkyl or C1-C6 alkoxy; QB1 is an optionally substituted ring system, selected from the group consisting of phenyl, thienyl, pyridinyl, benzodioxyl, naphthyl, naphthalenyl, benzofuranyl, furanyl, benzothiophenyl and pyrazolyl, wherein, when substituted, said ring system is substituted with 1 to 3 RB4; QB2 is an optionally substituted ring system, selected from the group consisting of phenyl, pyridinyl, benzodioxyl, pyridinone, thiadazolyl, thiazolyl and oxazolyl, wherein, when substituted, said ring system is substituted with 1 to 3 RB5; each RB4 is independently halogen, alkyl C1-C6, C1-C6 haloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C3-C8 cycloalkyl, cyano, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, SF5, NHRB8, phenyl optionally substituted with 1 to 3 RB7 or pyrazolyl optionally substituted with 1 to 3 RB