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US 11,597,724 B2Granted
Herbicidally active 3-phenylisoxazoline-5-carboxamides of tetrahydro and dihydrofuran carboxylic acids and esters
AssigneesBayer Aktiengesellschaft, Bayer CropScience AG
InventorsOlaf Peters, Klaus Bernhard Haaf, Stephen David Lindell, Guido Bojack, Katherine Rose Law, Anu Bheemaiah Machettira, Hansjoerg Dietrich, Elmar Gatzweiler, Christopher Hugh Rosinger
Life of this patent
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Abstract
The invention relates to 3-phenylisoxazoline-5-carboxamides of tetrahydro- and dihydrofurancarboxylic acids and esters of the general formula (I) and their agrochemically acceptable salts and to their use in the crop protection sector.
Claims22
A 3-phenylisoxazoline-5-carboxamide or -5-thioamide of formula (I)
- and/or an agrochemically acceptable salt thereof wherein
- R1 and R2 independently of one another represent hydrogen, fluorine, chlorine or cyano,
- or
- represent (C1-C3)-alkyl or (C1-C3)-alkoxy, each of which is substituted by m radicals from the group consisting of fluorine, chlorine, bromine and cyano;
- R3 represents (C1-C4)-alkyl, (C3-C5)-cycloalkyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl or (C1-C4)-alkoxy, each of which is substituted by m radicals from the group consisting of fluorine, chlorine, bromine, cyano, (C1-C4)-alkoxy and hydroxy;
- R4 represents hydrogen,
- or
- represents (C1-C12)-alkyl, (C3-C7)-cycloalkyl, (C3-C7)-cycloalkyl-(C1-C8)-alkyl, (C2-C6)-alkenyl, (C5-C6)-cycloalkenyl or (C2-C8)-alkynyl, each of which is substituted by m radicals from the group consisting of halogen, cyano, (C1-C6)-alkoxy, hydroxy and aryl;
- Y represents oxygen or sulfur;
- W represents oxygen or sulfur;
- Z represents a fully saturated or partially saturated furan ring which is substituted by k radicals from R5,
- where the arrow in each case denotes a bond to the group C═W of formula (I);
- R5 represents fluorine, chlorine, cyano or CO2R7,
- or
- represents (C1-C2)-alkyl or (C1-C2)-alkoxy, each of which is substituted by m radicals from the group consisting of fluorine and chlorine;
- X2, X4 and X6 independently of one another each represent hydrogen, fluorine, chlorine, bromine or cyano,
- or
- represent (C1-C2)-alkyl, in each case substituted by m radicals from the group consisting of fluorine, chlorine, bromine and (C1-C2)-alkoxy;
- X3 and X5 independently of one another represent hydrogen, fluorine, chlorine, bromine, iodine, hydroxy, cyano, nitro, S(O)nR6 or CO2R7,
- or
- represent (C1-C3)-alkyl, (C1-C3)-alkoxy, (C3-C4)-cycloalkyl, (C2-C3)-alkenyl or (C2-C3)-alkynyl, each of which is substituted by m radicals from the group consisting of fluorine, chlorine and bromine;
- R6 represents (C1-C2)-alkyl or (C3-C4)-cycloalkyl, each of which is substituted by m radicals from the group consisting of fluorine and chlorine;
- R7 represents hydrogen,
- or
- represents (C1-C3)-alkyl or (C3-C5)-cycloalkyl, each of which is substituted by m radicals from the group consisting of fluorine, chlorine and (C1-C2)-alkoxy;
- k represents 0, 1 or 2;
- m represents 0, 1, 2, 3, 4 or 5;
- and
- n represents 0, 1 or 2.
26 more elements
A compound of formula (II) and/or an agrochemically acceptable salt thereof
- wherein
- R1 and R2 independently of one another represent hydrogen, fluorine, chlorine or cyano,
- or
- represent (C1-C3)-alkyl or (C1-C3)-alkoxy, each of which is substituted by m radicals from the group consisting of fluorine, chlorine, bromine and cyano;
- R3 represents (C1-C4)-alkyl, (C3-C5)-cycloalkyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl or (C1-C4)-alkoxy, each of which is substituted by m radicals from the group consisting of fluorine, chlorine, bromine, cyano, (C1-C4)-alkoxy and hydroxy;
- R4 represents hydrogen,
- or
- represents (C1-C12)-alkyl, (C3-C7)-cycloalkyl, (C3-C7)-cycloalkyl-(C1-C8)-alkyl, (C2-C6)-alkenyl, (C5-C6)-cycloalkenyl or (C2-C8)-alkynyl, each of which is substituted by m radicals from the group consisting of halogen, cyano, (C1-C6)-alkoxy, hydroxy and aryl;
- Y represents oxygen or sulfur;
- W represents oxygen or sulfur;
- Z represents a fully saturated or partially saturated furan ring which is substituted by k radicals from R5,
- where the arrow in each case denotes a bond to the group C═W of formula (I);
- R5 represents fluorine, chlorine, cyano or CO2R7,
- or
- represents (C1-C2)-alkyl or (C1-C2)-alkoxy, each of which is substituted by m radicals from the group consisting of fluorine and chlorine;
- X2, X4 and X6 independently of one another each represent hydrogen, fluorine, chlorine, bromine or cyano,
- or
- represent (C1-C2)-alkyl, in each case substituted by m radicals from the group consisting of fluorine, chlorine, bromine and (C1-C2)-alkoxy;
- X3 and X5 independently of one another represent hydrogen, fluorine, chlorine, bromine, iodine, hydroxy, cyano, nitro, S(O)nR6 or CO2R7,
- or
- represent (C1-C3)-alkyl, (C1-C3)-alkoxy, (C3-C4)-cycloalkyl, (C2-C3)-alkenyl or (C2-C3)-alkynyl, each of which is substituted by m radicals from the group consisting of fluorine, chlorine and bromine;
- R6 represents (C1-C2)-alkyl or (C3-C4)-cycloalkyl, each of which is substituted by m radicals from the group consisting of fluorine and chlorine;
- R7 represents hydrogen,
- or
- represents (C1-C3)-alkyl or (C3-C5)-cycloalkyl, each of which is substituted by m radicals from the group consisting of fluorine, chlorine and (C1-C2)-alkoxy;
- k represents 0, 1 or 2;
- m represents 0, 1, 2, 3, 4 or 5;
- and
- n represents 0, 1 or 2.
26 more elements
Dependencies are inferred from the claim text.