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US 6,673,938 B1Granted
Substituted pyridine herbicides
AssigneeSyngenta Participations AG
InventorsAndrew Edmunds, Christoph Lüthy, Karl Seckinger, Alain De Mesmaeker, Walter Kunz, Jürgen Schaetzer
Life of this patent
Estimating the term…
Abstract
Compounds of formula (I), in which the substituents are as defined in claim 1 and the agrochemically tolerated salts M+ and all stereoisomers and tautomers of the compounds of formula (I) are suitable for use as herbicides.
Claims3
A compound of the formula IIIa
- in which
- R501 is C1-C6haloalkyl;
- R301 is hydrogen;
- R401 is hydrogen or C1-C6alkyl;
- and
- R201 is C1-C6alkyl, C1-C6haloalkyl, C2-C6alkenyl, C2-C6haloalkenyl, or C1-C2alkoxycarbonyl- or phenyl-substituted vinyl, C2-C6alkynyl or C2-C6haloalkynyl;
- or trimethylsilyl-, hydroxyl-, C1-C2alkoxy-, C1-C2alkoxycarbonyl- or phenyl-substituted ethynyl or C3-C6allenyl;
- or C3-C6cycloalkyl, halogen-substituted C3-C6cycloalkyl, C1-C4alkoxy-C1-C4alkyl, C1-C4alkyl-S(O)n4—C1C4alkyl, cyano-C1-C4alkyl, C1-C4alkoxycarbonyl-C1-C4alkyl, thiocyanato C1-C4alkyl, C2-C6-oxiranyl, C1-C4alkylamino-C1-C4alkyl, C1-C4dialkylamino-C1-C4alkyl, hydroxy-C1-C4alkyl, C1-C12alkylthiocarbonyl-C1-C4alkyl or formyl-C1-C4alkyl, or R201 is a five- to ten-membered monocyclic or fused bicyclic ring system which can be aromatic or partially saturated and can contain 1 to 4 hetero atoms selected from the group consisting of nitrogen, oxygen and sulfur, the ring system being bonded to the pyridine ring via a C1-C4-alkylene, —CH═CH—, —C≡C—, —CH2O—, —CH2N(C1-C4alkyl)—, —CH2S—, —CH2SO— or —CH2SO2— group and it not being possible for each ring system to contain more than 2 oxygen atoms and more than two sulfur atoms, and it being possible for the ring system itself to be mono-, di- or trisubstituted by C1-C6alkyl, C1-C6haloalkyl, C3-C6alkenyl, C3-C6haloalkenyl, C3-C6alkynyl, C3-C6haloalkynyl, C1-C6alkoxy, C1-C6haloalkoxy, C3-C6alkenyloxy, C3-C6alkynyloxy, mercapto, C1-C6alkylthio, C1-C6haloalkylthio, C3-C6alkenylthio, C3-C6haloalkenylthio, C3-C6alkynylthio, C2-C5alkoxyalkylthio, C3-C5acetylalkylthio, C3-C6alkoxycarbonylalkylthio, C2-C4-cyanoalkylthio, C1-C6alkylsulfinyl, C1-C6haloalkylsulfinyl, C1-C6alkylsulfonyl, C1-C6-haloalkylsulfonyl, aminosulfonyl, C1-C2alkylaminosulfonyl, di-(C1-C2alkyl)aminosulfonyl, di-(C1-C4alkyl)amino, halogen, cyano, nitro, phenyl and benzylthio, it being possible for phenyl and benzylthio, in turn, to be substituted on the phenyl ring by C1-C3alkyl, C1-C3haloalkyl, C1-C3alkoxy, C1-C3-haloalkoxy, halogen, cyano or nitro, and if said five- to ten-membered moncyclic or fused bicyclic rind system contains substituted nitrogen atoms the substituents on the nitrogen in said ring system are other than halogen;
- and
- X is halogen or cyano with the proviso that R201 is different from C1-C4alkyl if R501 is trifluoromethyl and, simultaneously, R301 and R401 are hydrogen.
7 more elements
A compound of the formula XVIa
- in which
- R501 is C1-C6haloalkyl;
- R301 is hydrogen;
- R401 is hydrogen or C1-C6alkyl;
- and
- R201 is C1-C6alkyl, C1-C6haloalkyl, C2-C6alkenyl, C2-C6haloalkenyl, or C1-C2alkoxycarbonyl- or phenyl-substituted vinyl, C2-C6alkynyl or C2-C6haloalkynyl;
- or trimethylsilyl-, hydroxyl-, C1-C2alkoxy-, C1-C2alkoxycarbonyl- or phenyl-substituted ethynyl or C3-C6allenyl;
- or C3-C6cycloalkyl, halogen-substituted C3-C6cycloalkyl, C1-C4alkoxy-C1-C4alkyl, C1-C4alkyl-S(O)n4—C1-C4alkyl, cyano-C1-C4alkyl, C1-C4alkoxycarbonyl-C1-C4alkyl, thiocyanato C1-C4alkyl, C2-C6-oxiranyl, C1-C4alkylamino-C1-C4alkyl, C1-C4dialkylamino-C1-C4alkyl, hydroxy-C1-C4alkyl, C1-C12alkylthiocarbonyl-C1-C4alkyl or formyl-C1-C4alkyl, or R201 is a five- to ten-membered monocyclic or fused bicyclic ring system which can be aromatic or partially saturated and can contain 1 to 4 hetero atoms selected from the group consisting of nitrogen, oxygen and sulfur, the ring system being bonded to the pyridine ring via a C1-C4alkylene, —CH═CH—, —C≡—C—, —CH2O—, —CH2N(C1-C4alkyl)—, —CH2S—, —CH2SO— or —CH2SO2— group and it not being possible for each ring system to contain more than 2 oxygen atoms and more than two sulfur atoms, and it being possible for the ring system itself to be mono-, di- or trisubstituted by C1-C6alkyl, C1-C6haloalkyl, C3-C6alkenyl, C3-C6haloalkenyl, C3-C6alkynyl, C3-C6haloalkynyl, C1-C6alkoxy, C1-C6haloalkoxy, C3-C6alkenyloxy, C3-C6alkynyloxy, mercapto, C1-C6alkylthio, C1-C6haloalkylthio, C3-C6alkenylthio, C3-C6haloalkenylthio, C3-C6alkynylthio, C2-C5alkoxyalkylthio, C3-C5acetylalkylthio, C3-C6alkoxycarbonylalkylthio, C2-C4-cyanoalkylthio, C1-C6alkylsulfinyl, C1-C6haloalkylsulfinyl, C1-C6alkylsulfonyl, C1-C6-haloalkylsulfonyl, aminosulfonyl, C1-C2alkylaminosulfonyl, di-(C1-C2alkyl)aminosulfonyl, di-(C1-C4alkyl)amino, halogen, cyano, nitro, phenyl and benzylthio, it being possible for phenyl and benzylthio, in turn, to be substituted on the phenyl ring by C1-C3alkyl, C1-C3haloalkyl, C1-C3alkoxy, C1-C3-haloalkoxy, halogen, cyano or nitro, and if said five- to ten-membered monocyclic or fused bicyclic ring system contains substituted nitrogen atoms the substituents on the nitrogen in said ring system are other than halogen;
- with the proviso that, when R501 is trifluoromethyl and, simultaneously, R301 and R401 are hydrogen, then R201 is other than C1-C6alkyl.
6 more elements
Dependencies are inferred from the claim text.