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US 9,414,588 B2Granted
Herbicide composition
AssigneeSumitomo Chemical Company, Limited
InventorsYoshinobu Jin, Yoshimi Fujino
Life of this patent
Estimating the term…
Abstract
There is provided a herbicidal composition containing a cyclohexanone compound represented by Formula (I) and at least one compound selected from Group A. Group A: consisting of benoxacor, cloquintocet-mexyl, cyometrinil, dichlormid, fenchlorazole-ethyl, fenclorim, flurazole, furilazole, mefenpyr-diethyl, oxabetrinil, isoxadifen-ethyl, cyprosulfamide, fluxofenim, 1,8-naphthalic anhydride, and AD-67.
Claims6
A herbicidal composition, comprising:
- a cyclohexanone compound represented by Formula (I);
- and
- at least one compound selected from Group A,
- in the formula,
- m represents 1, 2, or 3,
- n represents an integer of 1 to 5,
- X represents CH2, O, NR9, S, S(O), or S(O)2,
- R1 represents hydrogen or a methyl group,
- R2 and R3 each independently represent hydrogen, a C1-6 alkyl group, a C1-6 haloalkyl group, a C3-8 cycloalkyl group, a C3-8 halocycloalkyl group, a (C1-6 alkyl) C3-8 cycloalkyl group, a (C3-8 cycloalkyl) C1-6 alkyl group, a (C3-8 cycloalkyl) C3-8 cycloalkyl group, a (C3-8 halocycloalkyl) C1-6 alkyl group, a {(C1-6 alkyl) C3-8 cycloalkyl} C1-6 alkyl group, or
- R2 and R3 are bonded to form a C2-5 alkylene chain, or R2 and R3 together represent a C1-3 alkylidene group optionally having a halogen, and when m is 2 or 3, two or three R2's are the same or different, and two or three R3's are the same or different,
- R4 represents a C6-10 aryl group or a 5- or 6-membered heteroaryl group,
- wherein the C6-10 aryl group and the 5- or 6-membered heteroaryl group optionally have one or more substituents selected from the group consisting of a halogen, a cyano group, a nitro group, an amino group, a (C1-6 alkyl)amino group, a (C1-6 alkyl)(C1-6 alkyl)amino group, a benzoylamino group, an aminocarbonyl group, a (C1-6 alkyl)amino carbonyl group, a (C1-6 alkyl)(C1-6 alkyl)amino carbonyl group, a pentafluorothio group, a C1-6 alkyl group, a C2-6 alkenyl group, a C2-6 alkynyl group, a C1-6 alkoxy group, a C1-6 alkylthio group, a C3-6 alkenyloxy group, a C3-6 alkynyloxy group, a C6-10 aryl group, a C6-10 aryloxy group, a C1-6 alkylsulfinyl group, a C1-6 alkylsulfonyl group, a hydroxyl group, a (C1-6 alkyl)carbonyl group, a hydroxycarbonyl group, a (C1-6 alkoxy)carbonyl group, and a (C6-10 aryl) C1-6 alkoxy group, and when two or more substituents are present, the substituents are the same or different, and
- wherein the (C1-6 alkyl) amino group, the (C1-6 alkyl) (C1-6 alkyl)amino group, the benzoylamino group, the (C1-6 alkyl) amino carbonyl group, the (C1-6 alkyl) (C1-6 alkyl) amino carbonyl group, the C1-6 alkyl group, the C2-6 alkenyl group, the C2-6 alkynyl group, the C1-6 alkoxy group, the C1-6 alkylthio group, the C3-6 alkenyloxy group, the C3-6 alkynyloxy group, the C6-10 aryl group, the C6-10 aryloxy group, the C1-6 alkylsulfinyl group, the C1-6 alkylsulfonyl group, the (C1-6 alkoxy)carbonyl group, and the (C6-10 aryl) C1-6 alkoxy group optionally have one or more halogens or C1-3 haloalkyl groups, and when two or more halogens or C1-3 haloalkyl groups are present, the halogens or C1-3 haloalkyl groups are the same or different,
- G represents hydrogen or any one group of the following formulae:
- in the formulae, L represents oxygen or sulfur,
- R5 represents a C1-6 alkyl group, a C3-8 cycloalkyl group, a C2-6 alkenyl group, a C2-6 alkynyl group, a C6-10 aryl group, a (C6-10 aryl) C1-6 alkyl group, a C1-6 alkoxy group, a C3-8 cycloalkoxy group, a C3-6 alkenyloxy group, a C3-6 alkynyloxy group, a C6-10 aryloxy group, a (C6-10 aryl) C1-6 alkoxy group, a (C1-6 alkyl) (C1-6 alkyl) amino group, a (C3-6 alkenyl) (C3-6 alkenyl) amino group, a (C1-6 alkyl) (C6-10 aryl) amino group, or a 5- or 6-membered heteroaryl group,
- wherein all of the groups representing R5 optionally have one or more halogens, and when two or more halogens are present, the halogens are the same or different, and
- wherein all of the C3-8 cycloalkyl group, the C6-10 aryl group, an aryl moiety of the (C6-10 aryl) C1-6 alkyl group, the C3-8 cycloalkoxy group, the C6-10 aryloxy group, an aryl moiety of the (C6-10 aryl) C1-6 alkoxy group, an aryl moiety of a (C1-6 alkyl) (C6-10 aryl) amino group, and the 5- or 6-membered heteroaryl group optionally have one or more C1-6 alkyl groups, and when two or more C1-6 alkyl groups are present, the alkyl groups are the same or different,
- R6 represents a C1-6 alkyl group, a C6-10 aryl group, or a (C1-6 alkyl) (C1-6 alkyl) amino group,
- wherein all of the groups representing R6 optionally have one or more halogens, and when two or more halogens are present, the halogens are the same or different, and
- wherein the C6-10 aryl group optionally has one or more C1-6 alkyl groups, and when two or more C1-6 alkyl groups are present, the C1-6 alkyl groups are the same or different,
- R7 represents hydrogen or a C1-6 alkyl group, and
- W represents a C1-6 alkoxy group, a C1-6 alkylthio group, a C1-6 alkylsulfinyl group, or a C1-6 alkylsulfonyl group,
- wherein all of the groups representing W optionally have one or more halogens, and when two or more halogens are present, the halogens are the same or different,
- R9 represents hydrogen, a C1-6 alkyl group, a C6-10 aryl group, a C6-10 arylthio group, a C6-10 arylsulfinyl group, or a C6-10 arylsulfonyl group,
- wherein the C1-6 alkyl group optionally has one or more halogens, and when two or more halogens are present, the halogens are the same or different, and
- wherein the C6-10 aryl group, the C6-10 arylthio group, the C6-10 arylsulfinyl group, and the C6-10 arylsulfonyl group optionally have one or more substituents selected from the group consisting of a halogen, a cyano group, a nitro group, and an amino group, and
- Z represents a halogen, a cyano group, a nitro group, a C1-6 alkyl group, a C2-6 alkenyl group, a C2-6 alkynyl group, a C1-6 alkoxy group, a (C1-6 alkyl)carbonyl group, a C1-6 alkylthio group, a C6-10 aryloxy group, a 5- or 6-membered heteroaryloxy group, a C3-8 cycloalkyl group, a C6-10 aryl group, or a 5- or 6-membered heteroaryl group,
- wherein the C1-6 alkyl group, the C2-6 alkenyl group, the C2-6 alkynyl group, the C1-6 alkoxy group, the (C1-6 alkyl) carbonyl group, and the C1-6 alkylthio group optionally have one or more halogens, and when the two or more halogens are present, the halogens are the same or different, and
- wherein the C6-10 aryl group, the 5- or 6-membered heteroaryl group, the C6-10 aryloxy group, and the 5- or 6-membered heteroaryloxy group optionally have one or more substituents selected from the group consisting of a halogen, a C1-6 alkyl group, and C1-6 haloalkyl group, and when two or more substituents are present, the substituents are the same or different, and
- wherein the C3-8 cycloalkyl group optionally has one or more substituents selected from the group consisting of a halogen and a C1-6 alkyl group, and when two or more substituents are present, the substituents are the same or different, and when n represents an integer of equal to or greater than 2, Z's are the same or different,
- Group A:
- consisting of benoxacor, cloquintocet-mexyl, cyometrinil, dichlormid, fenchlorazole-ethyl, fenclorim, flurazole, furilazole, mefenpyr-diethyl, oxabetrinil, isoxadifen-ethyl, cyprosulfamide, fluxofenim, 1,8-naphthalic anhydride, and AD-67.
30 more elements
A method for controlling weeds, comprising applying
- effective amounts of cyclohexanone compound of Formula (I) and at least one compound selected from the following Group A to weeds or soil where the weeds grow,
- Formula (I):
- in the formula,
- m represents 1, 2, or 3,
- n represents an integer of 1 to 5,
- X represents CH2, O, NR9, S, S(O), or S(O)2,
- R1 represents hydrogen or a methyl group,
- R2 and R3 each independently represent hydrogen, a C1-6 alkyl group, a C1-6 haloalkyl group, a C3-8 cycloalkyl group, a C3-8 halocycloalkyl group, a (C1-6 alkyl) C3-8 cycloalkyl group, a (C3-8 cycloalkyl) C1-6 alkyl group, a (C3-8 cycloalkyl) C3-8 cycloalkyl group, a (C3-8 halocycloalkyl) C1-6 alkyl group, a {(C1-6 alkyl) C3-8 cycloalkyl} C1-6 alkyl group, or
- R2 and R3 are bonded to form a C2-5 alkylene chain, or R2 and R3 together represent a C1-3 alkylidene group optionally having a halogen, and when m is 2 or 3, two or three R2's are the same or different, and two or three R3's are the same or different,
- R4 represents a C6-10 aryl group or a 5- or 6-membered heteroaryl group,
- wherein the C6-10 aryl group and the 5- or 6-membered heteroaryl group optionally have one or more substituents selected from the group consisting of a halogen, a cyano group, a nitro group, an amino group, a (C1-6 alkyl)amino group, a (C1-6 alkyl) (C1-6 alkyl)amino group, a benzoylamino group, an aminocarbonyl group, a (C1-6 alkyl)amino carbonyl group, a (C1-6 alkyl)(C1-6 alkyl)amino carbonyl group, a pentafluorothio group, a C1-6 alkyl group, a C2-6 alkenyl group, a C2-6 alkynyl group, a C1-6 alkoxy group, a C1-6 alkylthio group, a C3-6 alkenyloxy group, a C3-6 alkynyloxy group, a C6-10 aryl group, a C6-10 aryloxy group, a C1-6 alkylsulfinyl group, a C1-6 alkylsulfonyl group, a hydroxyl group, a (C1-6 alkyl)carbonyl group, a hydroxycarbonyl group, a (C1-6 alkoxy)carbonyl group, and a (C6-10 aryl) C1-6 alkoxy group, and when two or more substituents are present, the substituents are the same or different, and
- wherein the (C1-6 alkyl) amino group, the (C1-6 alkyl) (C1-6 alkyl)amino group, the benzoylamino group, the (C1-6 alkyl) amino carbonyl group, the (C1-6 alkyl) (C1-6 alkyl) amino carbonyl group, the C1-6 alkyl group, the C2-6 alkenyl group, the C2-6 alkynyl group, the C1-6 alkoxy group, the C1-6 alkylthio group, the C3-6 alkenyloxy group, the C3-6 alkynyloxy group, the C6-10 aryl group, the C6-10 aryloxy group, the C1-6 alkylsulfinyl group, the C1-6 alkylsulfonyl group, the (C1-6 alkoxy)carbonyl group, and the (C6-10 aryl) C1-6 alkoxy group optionally have one or more halogens or C1-3 haloalkyl groups, and when two or more halogens or C1-3 haloalkyl groups are present, the halogens or C1-3 haloalkyl groups are the same or different,
- G represents hydrogen or any one group of the following formulae:
- in the formulae, L represents oxygen or sulfur,
- R5 represents a C1-6 alkyl group, a C3-8 cycloalkyl group, a C2-6 alkenyl group, a C2-6 alkynyl group, a C6-10 aryl group, a (C6-10 aryl) C1-6 alkyl group, a C1-6 alkoxy group, a C3-8 cycloalkoxy group, a C3-6 alkenyloxy group, a C3-6 alkynyloxy group, a C6-10 aryloxy group, a (C6-10 aryl) C1-6 alkoxy group, a (C1-6 alkyl) (C1-6 alkyl) amino group, a (C3-6 alkenyl) (C3-6 alkenyl) amino group, a (C1-6 alkyl) (C6-10 aryl) amino group, or a 5- or 6-membered heteroaryl group,
- wherein all of the groups representing R5 optionally have one or more halogens, and when two or more halogens are present, the halogens are the same or different, and
- wherein all of the C3-8 cycloalkyl group, the C6-10 aryl group, an aryl moiety of the (C6-10 aryl) C1-6 alkyl group, the C3-8 cycloalkoxy group, the C6-10 aryloxy group, an aryl moiety of the (C6-10 aryl) C1-6 alkoxy group, an aryl moiety of a (C1-6 alkyl) (C6-10 aryl) amino group, and the 5- or 6-membered heteroaryl group optionally have one or more C1-6 alkyl groups, and when two or more C1-6 alkyl groups are present, the alkyl groups are the same or different,
- R6 represents a C1-6 alkyl group, a C6-10 aryl group, or a (C1-6 alkyl) (C1-6 alkyl) amino group,
- wherein all of the groups representing R6 optionally have one or more halogens, and when two or more halogens are present, the halogens are the same or different, and
- wherein the C6-10 aryl group optionally has one or more C1-6 alkyl groups, and when two or more C1-6 alkyl groups are present, the C1-6 alkyl groups are the same or different,
- R7 represents hydrogen or a C1-6 alkyl group, and
- W represents a C1-6 alkoxy group, a C1-6 alkylthio group, a C1-6 alkylsulfinyl group, or a C1-6 alkylsulfonyl group,
- wherein all of the groups representing W optionally have one or more halogens, and when two or more halogens are present, the halogens are the same or different,
- R9 represents hydrogen, a C1-6 alkyl group, a C6-10 aryl group, a C6-10 arylthio group, a C6-10 arylsulfinyl group, or a C6-10 arylsulfonyl group,
- wherein the C1-6 alkyl group optionally has one or more halogens, and when two or more halogens are present, the halogens are the same or different, and
- wherein the C6-10 aryl group, the C6-10 arylthio group, the C6-10 arylsulfinyl group, and the C6-10 arylsulfonyl group optionally have one or more substituents selected from the group consisting of a halogen, a cyano group, a nitro group, and an amino group, and
- Z represents a halogen, a cyano group, a nitro group, a C1-6 alkyl group, a C2-6 alkenyl group, a C2-6 alkynyl group, a C1-6 alkoxy group, a (C1-6 alkyl)carbonyl group, a C1-6 alkylthio group, a C6-10 aryloxy group, a 5- or 6-membered heteroaryloxy group, a C3-8 cycloalkyl group, a C6-10 aryl group, or a 5- or 6-membered heteroaryl group,
- wherein the C1-6 alkyl group, the C2-6 alkenyl group, the C2-6 alkynyl group, the C1-6 alkoxy group, the (C1-6 alkyl) carbonyl group, and the C1-6 alkylthio group optionally have one or more halogens, and when the two or more halogens are present, the halogens are the same or different, and
- wherein the C6-10 aryl group, the 5- or 6-membered heteroaryl group, the C6-10 aryloxy group, and the 5- or 6-membered heteroaryloxy group optionally have one or more substituents selected from the group consisting of a halogen, a C1-6 alkyl group, and C1-6 haloalkyl group, and when two or more substituents are present, the substituents are the same or different, and
- wherein the C3-8 cycloalkyl group optionally has one or more substituents selected from the group consisting of a halogen and a C1-6 alkyl group, and when two or more substituents are present, the substituents are the same or different, and when n represents an integer of equal to or greater than 2, Z's are the same or different, and
- Group A:
- consisting of benoxacor, cloquintocet-mexyl, cyometrinil, dichlormid, fenchlorazole-ethyl, fenclorim, flurazole, furilazole, mefenpyr-diethyl, oxabetrinil, isoxadifen-ethyl, cyprosulfamide, fluxofenim, 1,8-naphthalic anhydride, and AD-67.
29 more elements
Dependencies are inferred from the claim text.