Novel herbicides
AssigneeSyngenta Participations AG
InventorsJuergen Schaetzer, Alain De Mesmaeker, Shy-Fuh Lee
Life of this patent
Estimating the term…
Abstract
Compounds of formula I 1 wherein the substituents are defined as in claim 1, as well as the agronomically acceptable salts, isomers and enantiomers of these compounds, as well as the agronomically acceptable salts/N-oxides/isomers/enantiomers of these compounds, are eminently suitable for use as herbicides.
Claims10
Compounds of formula I
- 20
- wherein
- X is L1-Y1-R4, L2-Y2-L3-Y3-R5 or L4-Y4-L5-Y5-L6-Y6-R6;
- L1, L2, L3, L4, L5, L6, independently of one another, signify C1-C6-alkylene, which may be substituted by C1-C4-alkyl, halogen, C1-C4-alkoxy, C2-C6-alkenyl or C2-C6-alkynyl;
- or
- C3-C6-alkenylene, which may be substituted by C1-C4-alkyl, halogen, C1-C4-alkoxy, C2-C6-alkenyl or C2-C6-alkynyl;
- or C3-C6-alkynylene, which may be substituted by C1-C4-alkyl, halogen, C1-C4-alkoxy, C2-C6-alkenyl or C2-C6-alkynyl;
- Y1, Y3, Y6, independently of one another, signify oxygen, sulphur, SO, SO2, NR7, OC(O), NR8SO2 or OSO2;
- Y2, Y4, Y5, independently of one another, signify oxygen, sulphur, SO, SO2, NR9, OC(O) or NR10SO2;
- R7, R8, R9 and R10, independently of one another, signify hydrogen or C1-C6-alkyl;
- R1 and R2, independently of one another, signify halogen, cyano, nitro, amino, C1-C6-alkyl, C1-C6-alkoxy, C1-C4-alkoxy-C1-C4-alkyl, C1-C6-halogenalkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxycarbonyl, C1-C6-alkylcarbonyl, C1-C6-alkylthio, C1-C6-alkylsulphinyl, C1-C6-alkylsulphonyl, C1-C6-dialkylaminosulphonyl, C1-C6-alkylaminosulphonyl, C1-C4-alkylsulphonylamino, C1-C6-halogenalkoxy, OSO2-C1-C4-alkyl, C1-C6-halogenalkylthio, C1-C6-halogenalkylsulphinyl, C1-C6-halogenalkylsulphonyl, phenylthio, phenylsulphinyl or phenylsulphonyl;
- R3 signifies hydrogen, C1-C4-alkyl or halogen;
- R4, R5 and R6, independently of one another, signify hydrogen, C1-C6-alkyl, which may be substituted by the group A1;
- C3-C7-cycloalkyl, which may be substituted by the group A2;
- C3-C7-cycloalkyl, which may be interrupted by 1 to 2 oxygen atoms, sulphur or NR11;
- C2-C6-alkenyl, which may be substituted by the group A3;
- C3-C6-alkynyl, which may be substituted by the group A4;
- C3-C7-cycloalkyl-C1-C4-alkyl, whereby the cycloalkyl group may be interrupted by 1 to 2 oxygen atoms, sulphur or NR12;
- benzyl or phenyl which may in turn be substituted by halogen, C1-C4-alkyl, C1-C4-alkoxy, C1-C4-halogenalkyl, cyano, nitro, C1-C4-halogenalkoxy, C1-C4-alkylthio, C1-C4-alkylsulphinyl, C1-C4-alkylsulphonyl, C1-C4-dialkylamino, C1-C4-alkylcarbonyl, C1-C4-dialkylaminosulphonyl or NR13-CO-R14;
- R11 and R12, independently of one another, signify hydrogen or C1-C4-alkyl;
- R13 and R14, independently of one another, signify hydrogen or C1-C4-Alkyl;
- A1, A2, A3, A4, independently of one another, are hydroxy, formyl, COOH, C1-C6-alkoxy, C1-C4-alkylthio, C1-C4-alkylsulphinyl, C1-C4-alkylsulphonyl, OSO2-C1-C4-alkyl, C1-C6-alkylamino, C1-C6-dialkylamino, C1-C6-alkylaminocarbonyl, C1-C6-dialkylaminocarbonyl, nitro, halogen, cyano, C1-C4-alkoxyhalogen, C1-C4-alkylcarbonyl, C1-C4-alkoxycarbonyl or phenyl, whereby the phenyl group may in turn be substituted by halogen, C1-C4-alkyl, C1-C4-alkoxy, C1-C4-halogenalkyl, cyano, nitro, C1-C4-halogenalkoxy, C1-C4-alkylthio, C1-C4-alkylsulphinyl, C1-C4-alkylsulphonyl, C1-C4-alkylcarbonyl, C1-C4-dialkylaminosulphonyl or NR15-CO-R16;
- R15 and R16, independently of one another, signify hydrogen or C1-C4-alkyl;
- Q is the group Q1
- 21
- wherein R39 signifies hydroxy, halogen, C1-C6-alkoxy, C1-C6-alkylcarbonyloxy, C1-C6-alkoxycarbonyloxy, C1-C6-dialkylamino, COOH, C1-C6-alkenylthio, C1-C6-alkenylsulphinyl, C1-C6-alkenylsulphonyl, OSO2-C1-C6-alkyl, benzoyloxy or OSO2-phenyl, whereby the phenyl and benzoyl groups may in turn be substituted by C1-C4-alkyl, C1-C4-halogenalkyl, C1-C4-alkoxy, C1-C4-halogenalkoxy, C1-C4-alkylcarbonyl, C1-C4-alkoxycarbonyl, halogen, nitro, COOH or cyano;
- V is C1-C4-alkylene, oxygen, sulphur, SO or SO2;
- R17, R18, R19, R20, R21 and R22, independently of one another, signify hydrogen, C1-C6-alkyl, C1-C6-alkoxycarbonyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkylthio, C1-C6-alkylsulphinyl, C1-C6-alkylsulphonyl, C1-C4-alkylaminosulphonyl, C1-C4-halogenalkyl, C1-C4-alkylamino, C1-C4-dialkylamino, C1-C6-alkoxy, cyano, nitro, halogen or phenyl,
- q is 1 or 2;
- or Q is the group Q2
- 22
- wherein
- R23 signifies hydroxy, halogen, C1-C6-alkoxy, C1-C6-alkylcarbonyloxy, C1-C6-alkoxycarbonyloxy, C1-C6-dialkylamino, COOH, C1-C6-alkylthio, C1-C6-alkylsulphinyl, C1-C6-alkylsulphonyl, C1-C4-alkoxycarbonyl-C1-C4-alkylthio, C1-C4-alkoxycarbonyl-C1-C4-alkylsulphinyl, C1-C4-alkoxycarbonyl-C1-C4-alkylsulphonyl, C1-C6-alkenylthio, C1-C6-alkenylsulphinyl, C1-C6-alkenylsulphonyl, OSO2-C1-C6-alkyl, benzoyloxy, phenylthio, phenylsulphinyl, phenylsulphonyl or OSO2-phenyl, whereby the phenyl and benzoyl groups may in turn be substituted by C1-C4-alkyl, C1-C4-halogenalkyl, C1-C4-alkoxy, C1-C4-halogenalkoxy, C1-C4-alkylcarbonyl, C1-C4-alkoxycarbonyl, halogen, nitro, COOH or cyano;
- R24 and R25, independently of one another, signify hydrogen, hydroxy, C1-C6-alkyl, C1-C4-alkoxy-C1-C4-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxycarbonyl, C1-C6-alkylthio, C1-C6-alkylsulphinyl, C1-C6-alkylsulphonyl, C1-C4-alkylaminosulphonyl, C1-C4-halogenalkyl, C1-C6-alkylamino, C1-C6-dialkylamino, C1-C6-alkoxy, cyano, nitro, halogen or phenyl, which may in turn be substituted by C1-C4-alkyl, C1-C4-halogenalkyl, C1-C4-alkoxy, C1-C4-halogenalkoxy, C1-C4-alkylcarbonyl, C1-C4-alkoxycarbonyl, amino, C1-C4-alkylamino, C1-C4-dialkylamino, C1-C6-alkylthio, C1-C6-alkylsulphinyl, C1-C6-alkylsulphonyl, C1-C4-alkyl-S(O)2O, C1-C4-halogenalkylthio, C1-C4-halogenalkylsulphinyl, C1-C4-halogenalkylsulphonyl, C1-C4-halogenalkyl-S(O)2O, C1-C4-alkyl-S(O)2NH, C1-C4-alkyl-S(O)2N(C1-C4-alkyl), halogen, nitro, COOH or cyano;
- or R24 and R25 together form a C2-C6-alkylene bridge,
- R26 signifies hydrogen, C1-C4-alkyl, C1-C4-alkoxycarbonyl or phenyl, which may in turn be substituted by C1-C6-alkyl, C1-C6-halogenalkyl, C1-C6-alkoxy, C1-C6-halogenalkoxy, C1-C6-alkylcarbonyl, C1-C6-alkoxycarbonyl, amino, C1-C4-alkylamino, C1-C4-dialkylamino, C1-C6-alkylthio, C1-C6-alkylsulphinyl, C1-C6-alkylsulphonyl, C1-C4-alkyl-S(O)2O, C1-C4-halogenalkylthio, C1-C4-halogenalkylsulphinyl, C1-C4-halogenalkylsulphonyl, C1-C4-halogenalkyl-S(O)2O, C1-C4-alkyl-S(O)2NH, C1-C4-alkyl-S(O)2N(C1-C4-alkyl), halogen, nitro, COOH or cyano;
- or Q is the group Q3
- 23
- wherein
- R27 signifies hydroxy, halogen, C1-C6-alkoxy, C1-C6-alkylcarbonyloxy, C1-C6-alkoxycarbonyloxy, C1-C6-dialkylamino, COOH, C1-C6-alkylthio, C1-C6-alkylsulphinyl, C1-C6-alkylsulphonyl, C1-C4-alkoxycarbonyl-C1-C4-alkylthio, C1-C4-alkoxycarbonyl-C1-C4-alkylsulphinyl, C1-C4-alkoxycarbonyl-C1-C4-alkylsulphonyl, C1-C6-alkenylthio, C1-C6-alkenylsulphinyl, C1-C6-alkenylsulphonyl, OSO2-C1-C6-alkyl, benzoyloxy, phenylthio, phenylsulphinyl, phenylsulphonyl or OSO2-phenyl, whereby the phenyl and benzoyl groups may in turn be substituted by C1-C4-alkyl, C1-C4-halogenalkyl, C1-C4-alkoxy, C1-C4-halogenalkoxy, C1-C4-alkylcarbonyl, C1-C4-alkoxycarbonyl, halogen, nitro, COOH or cyano;
- R28, R29 and R40, independently of one another, signify hydrogen, hydroxy, C1-C6-alkyl, C1-C4-alkoxy-C1-C4-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxyoarbonyl, C1-C6-alkylthio, C1-C6-alkylsulphinyl, C1-C6-alkylsulphonyl, C1-C4-alkylaminosulphonyl, C1-C4-halogenalkyl, C1-C6-alkylamino, C1-C6-dialkylamino, C1-C6-alkoxy, cyano, nitro, halogen or phenyl, which may in turn be substituted by C1-C4-alkyl, C1-C4-halogenalkyl, C1-C4-alkoxy, C1-C4-halogenalkoxy, C1-C4-alkylcarbonyl, C1-C4-alkoxycarbonyl, amino, C1-C4-alkylamino, C1-C4-dialkylamino, C1-C6-alkylthio, C1-C6-alkylsulphinyl, C1-C6-alkylsulphonyl, C1-C4-alkyl-S(O)2O, C1-C4-halogenalkylthio, C1-C4-halogenalkylsulphinyl, C1-C4-halogenalkylsulphonyl, C1-C4-halogenalkyl-S(O)2O, C1-C4-alkyl-S(O)2NH, C1-C4-alkyl-S(O)2N(C1-C4-alkyl), halogen, nitro, COOH or cyano;
- or R28 and R29 together form a C2-C6-alkylene bridge,
- R30 signifies C1-C6-alkyl, which may be substituted by a group A5;
- C2-C6-alkenyl, which may be substituted by a group A6;
- C2-C6-alkynyl, which may be substituted by a group A7;
- A5, A6 and A7, independently of one another, are hydroxy, formyl, COOH, C1-C6-alkoxy, C1-C4-alkylthio, C1-C4-alkylsulphinyl, C1-C4-alkylsulphonyl, OSO2-C1-C4-alkyl, C1-C6-alkylamino, C1-C6-dialkylamino, C1-C6-alkylaminocarbonyl, C1-C6-dialkylaminocarbonyl, nitro, halogen, cyano, C1-C4-alkoxyhalogen, C1-C4-alkylcarbonyl, C1-C4-alkoxycarbonyl or phenyl, whereby the phenyl is in turn substituted by halogen, C1-C4-alkyl, C1-C4-alkoxy, C1-C4-halogenalkyl, cyano, nitro, C1-C4-halogenalkoxy, C1-C4-alkylthio, C1-C4-alkylsulphinyl, C1-C4-alkylsulphonyl, C1-C4-alkylcarbonyl, C1-C4-dialkylaminosulphonyl or NR31-CO-R32;
- R31, R32, independently of one another, signify hydrogen or C1-C4-alkyl;
- or Q is the group Q4
- 24
- wherein
- R33 signifies hydroxy, halogen, C1-C6-alkoxy, C1-C6-alkylcarbonyloxy, C1-C6-alkoxycarbonyloxy, C1-C6-dialkylamino, C1-C6-alkylthio, C1-C6-alkylsulphinyl, C1-C6-alkylsulphonyl, C1-C4-alkoxycarbonyl-C1-C4-alkylthio, C1-C4-alkoxycarbonyl-C1-C4-alkylsulphinyl, C1-C4-alkoxycarbonyl-C1-C4-alkylsulphonyl, C1-C6-alkenylthio, C1-C6-alkenylsulphinyl, C1-C6-alkenylsulphonyl, OSO2-C1-C6-alkyl, benzoyloxy, phenylthio, phenylsulphinyl, phenylsulphonyl or OSO2-phenyl, whereby the phenyl and benzoyl groups may in turn be substituted by C1-C4-alkyl, C1-C4-halogenalkyl, C1-C4-alkoxy, C1-C4-halogenalkoxy, C1-C4-alkylcarbonyl, C1-C4-alkoxycarbonyl, halogen, nitro, COOH or cyano;
- W is oxygen, sulphur, SO, SO2, NR38 or C═O;
- R38 signifies hydrogen or C1-C6-alkyl;
- R34, R35, R36 and R37, independently of one another, signify hydrogen, hydroxy, C1-C6-alkyl, C1-C4-alkoxy-C1-C4-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxycarbonyl, C1-C6-alkylthio, C1-C6-alkylsulphinyl, C1-C6-alkylsulphonyl, C1-C4-alkylaminosulphonyl, C1-C4-halogenalkyl, C1-C6-alkylamino, C1-C6-dialkylamino, C1-C6-alkoxy, cyano, nitro, halogen or phenyl, which may in turn be substituted by C1-C4-alkyl, C1-C4-halogenalkyl, C1-C4-alkoxy, C1-C4-halogenalkoxy, C1-C4-alkylcarbonyl, C1-C4-alkoxycarbonyl, amino, C1-C4-alkylamino, C1-C4-dialkylamino, C1-C6-alkylthio, C1-C6-alkylsulphinyl, C1-C6-alkylsulphonyl, C1-C4-alkyl-S(O)2O, C1-C4-halogenalkylthio, C1-C4-halogenalkylsulphinyl, C1-C4-halogenalkylsulphonyl, C1-C4-halogenalkyl-S(O)2O, C1-C4-alkyl-S(O)2NH, C1-C4-alkyl-S(O)2N(C1-C4-alkyl), halogen, nitro, COOH or cyano;
- or R34 and R35 together form a C2-C6-alkylene bridge, as well as agronomically acceptable salts, isomers and enantiomers of these compounds.
Compounds according to 1, whereby
- R1 and R2, independently of one another, signify halogen, cyano, nitro, amino, C1-C6-alkyl, C1-C6-alkoxy, C1-C4-alkoxy-C1-C4-alkyl, C1-C6-halogenalkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxycarbonyl, C1-C6-alkylcarbonyl, C1-C6-alkylthio, C1-C6-alkylsulphinyl, C1-C6-alkylsulphonyl, C1-C6-dialkylaminosulphonyl, C1-C6-alkylaminosulphonyl, C1-C6-halogenalkoxy, OSO2-C1-C4-alkyl, C1-C6-halogenalkylthio, C1-C6-halogen-alkylsulphinyl, C1-C6-halogenalkylsulphonyl, phenylthio, phenylsulphinyl or phenylsulphonyl and R33 signifies hydroxy, halogen, C1-C6-alkoxy, C1-C6-alkylcarbonyloxy, C1-C6-alkoxycarbonyloxy, C1-C6-dialkylamino, COOH, C1-C6-alkylthio, C1-C6-alkylsulphinyl, C1-C6-alkylsulphonyl, C1-C4-alkoxycarbonyl-C1-C4-alkylthio, C1-C4-alkoxycarbonyl-C1-C4-alkylsulphinyl, C1-C4-alkoxycarbonyl-C1-C4-alkylsulphonyl, C1-C6-alkenylthio, C1-C6-alkenylsulphinyl, C1-C6-alkenylsulphonyl, OSO2-C1-C6-alkyl, benzoyloxy, phenylthio, phenylsulphinyl, phenylsulphonyl or OSO2-phenyl, whereby the phenyl and benzoyl groups may in turn be substituted by C1-C4-alkyl, C1-C4-halogenalkyl, C1-C4-alkoxy, C1-C4-halogenalkoxy, C1-C4-alkylcarbonyl, C1-C4-alkoxycarbonyl, halogen, nitro, COOH or cyano.
A herbicidal and plant growth inhibiting composition, which comprises a herbicidally effective amount of the compound of formula I on an inert carrier.
A method of controlling undesirable plant growth, which comprises treating the plants or the locus thereof with a herbicidally effective amount of a compound of formula I or of a composition containing such a compound.
A method of inhibiting undesirable plant growth, which comprises treating the plants or the locus thereof with a herbicidally effective amount of a compound of formula I or of a composition containing such a compound.
Dependencies are inferred from the claim text.