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US 12,690,586 B2Granted
Herbicidal malonamides
AssigneeBASF SE
InventorsGunther Zimmermann, Markus Kordes, Tobias Seiser, Marc Heinrich, Gerd Kraemer, Thomas Seitz, Trevor William Newton
Life of this patent
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Abstract
The present invention relates to malonamide compounds of the formula (I) wherein the variables are as defined in the claims and the description, and to compositions comprising these compounds. The invention also relates to the use of said malonamide compounds or the corresponding compositions for controlling unwanted vegetation. Furthermore, the invention relates to methods for controlling unwanted vegetation wherein said malonamide compounds or the corresponding compositions are applied.
Claims12
A compound of formula (I)
- wherein the substituents have the following meanings:
- R1 is hydrogen, (C1-C3)-alkyl, (C3-C4)-cycloalkyl, (C1-C3)-haloalkyl, (C2-C3)-alkenyl, (C2-C3)-haloalkenyl, (C2-C3)-alkynyl, (C2-C3)-haloalkynyl, (C1-C3)-alkoxy-(C1-C3)-alkyl, (C1-C3)-alkoxy, or (C1-C3)-haloalkoxy;
- R2 is hydrogen, halogen, hydroxyl, cyano, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy, or (C1-C3)-haloalkoxy;
- R3 is hydrogen, halogen, nitro, hydroxyl, cyano, (C1-C3)-alkyl, (C1-C3)-haloalkyl, hydroxy-(C1-C3)-alkyl, (C3-C5)-cycloalkyl, (C3-C5)-halocycloalkyl, hydroxy-(C3-C5)-cycloalkyl, (C1-C3)-alkoxy, (C1-C3)-haloalkoxy, (C1-C3)-alkoxycarbonyl, (C2-C3) alkenyl, (C2-C3)-haloalkenyl, (C2-C3) alkynyl, (C2-C3)-haloalkynyl, (C1-C3)-alkylthio, (C1-C3)-alkylsulfinyl, or (C1-C3)-alkylsulfonyl;
- R4 is hydrogen, halogen, hydroxyl, cyano, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C3-C4)-halocycloalkyl, (C1-C3)-haloalkoxy, (C2-C3)-haloalkenyl, or (C2-C3)-haloalkynyl;
- R5 is hydrogen, halogen, nitro, hydroxyl, cyano, (C1-C3)-alkyl, (C1-C3)-haloalkyl, hydroxy-(C1-C3)-alkyl, (C3-C5)-cycloalkyl, (C3-C5)-halocycloalkyl, hydroxy-(C3-C5)-cycloalkyl, (C1-C3)-alkoxy, (C1-C3)-haloalkoxy, (C1-C3)-alkoxycarbonyl, (C2-C3) alkenyl, (C2-C3)-haloalkenyl, (C2-C3) alkynyl, (C2-C3)-haloalkynyl, (C1-C3)-alkylthio, (C1-C3)-alkylsulfinyl, or (C1-C3)-alkylsulfonyl;
- R6 is hydrogen, halogen, hydroxyl, cyano, (C1-C3)-alkyl, (C1-C3)-haloalkyl, (C1-C3)-alkoxy, or (C1-C3)-haloalkoxy;
- R7 and R8 form, together with the carbon atom to which they are bound, a saturated or partially unsaturated three-, four-, five-, six-, seven- or eight-membered monocyclic or bicyclic carbocyclic ring W, where one carbon ring atom bears p oxo groups, and where the ring is substituted by n radicals Rg;
- R9 is hydrogen, (C1-C6)-alkyl, (C3-C4)-cycloalkyl, (C1-C6)-haloalkyl, (C1-C3)-alkoxy-(C1-C3)-alkyl, (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, (C2-C6)-alkynyl, (C2-C6)-haloalkynyl, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy, or (C1-C3)-alkoxy-(C1-C3)-alkoxy;
- X is a bond;
- and Y is (C1-C6)-alkyl substituted by a radical CO2Re;
- where Re is hydrogen or (C1-C4)-alkyl;
- or
- X is a bond or a group CH2;
- and Y is Z, where
- Z is a three-, four-, five-, six- or seven-membered saturated or partly unsaturated carbocyclic ring which is substituted by a radical CO2Re;
- where Re is hydrogen or (C1-C4)-alkyl;
- each Rg is independently halogen, nitro, hydroxyl, cyano, (C1-C3)-alkyl, (C1-C3)-haloalkyl, hydroxy-(C1-C3)-alkyl, (C3-C5)-cycloalkyl, (C3-C5)-halocycloalkyl, hydroxy-(C3-C5)-cycloalkyl, (C1-C3)-alkoxy, (C1-C3)-haloalkoxy, (C1-C3)-alkoxycarbonyl, (C2-C3) alkenyl, (C2-C3)-haloalkenyl, (C2-C3) alkynyl, (C2-C3)-haloalkynyl, (C1-C3)-alkylthio, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfonyl;
- each n is independently 0, 1 or 2;
- each p is independently 0 or 1;
- including their agriculturally acceptable salts, stereoisomers and tautomers;
- except for following compounds:
- glycine, N-[[1-[[(4-fluorophenyl)amino]carbonyl]cyclopropyl]carbonyl]-;
- L-alanine, N-[[1-[[(4-fluorophenyl)amino]carbonyl]cyclopropyl]carbonyl]-;
- D-alanine, N-[[1-[[(4-fluorophenyl)amino]carbonyl]cyclopropyl]carbonyl];
- D-leucine, N-[[1-[[(4-fluorophenyl)amino]carbonyl]cyclopropyl]carbonyl]-;
- butanoic acid, 4-[[[1-[[4-fluorophenyl)amino)carbonyl]cyclopropyl]carbonyl]methylamino]-;
- β-alanine, N-[[1-[[(4-fluorophenyl)amino]carbonyl]cyclopropyl]carbonyl]-N-methyl-;
- heptanoic acid, 7-[[[1-[[(4-fluorophenyl)amino]carbonyl]cyclopropyl]carbonyl]amino]-;
- cyclohexanecarboxylic acid, 4-[[[1-[[(4-fluorophenyl)amino]carbonyl]cyclopropyl]carbonyl]amino].
27 more elements
Dependencies are inferred from the claim text.