3-Phenylisoxazolin-5-carboxamides and 3-phenylisoxazolin-5-thioamides of herbicidal and fungicidal action

摘要

3-Phenylisoxazolin-5-carboxamides and 3-phenylisoxazolin-5-thioamides of formula (I) or their salts ** Formula ** in which R1 and R2 independently mean each other hydrogen, fluorine, chlorine, bromine, iodine, cyano, or (C1-C4) alkyl or (C1-C4) alkoxy substituted respectively with m moieties of the group consisting of fluorine, chlorine, bromine, iodine and cyano, or R1 and R2 form together with the carbon atom to which they are attached a ring of three, four or five members saturated or partially or totally unsaturated, consisting of q carbon atoms and p oxygen atoms; R3 means fluorine, chlorine, cyano, (C1-C3) alkylcarbonyloxy or S (O) nR5, or (C1-C6) alkyl, cycloalkyl (C3-C6), alkenyl (C2-C6) or substituted (C2-C6) alkynyl respectively with m moieties of the group consisting of fluorine, chlorine, bromine, iodine, cyano, alkoxy (C1-C4) and hydroxy, or alkylcarbonyl (C1-C6), alkenylcarbonyl (C2-C6) or cycloalkylcarbonyl (C3-C6) substituted respectively with m residues of the group consisting of fluorine, chlorine, bromine, iodine, cyano and alkoxy (C1-C6); R4 means hydrogen, cyano, or (C1-C8) alkyl or cycloalkyl (C3-C8) substituted respectively with m moieties of the group consisting of fluorine, chlorine, bromine, iodine, cyano, hydroxy and (C1-C6) alkoxy; A means a bond or a divalent unit of the group consisting of ** Formula ** R10, R11, R12, R13, R14 and R15 each independently mean each other hydrogen, fluorine, chlorine, bromine, iodine, hydroxy, cyano, CO2R8, CONR6R8, R5, or (C1-C6) alkyl, cycloalkyl (C3-C5), alkenyl (C2-C6), alkynyl (C2-C6) substituted respectively with m moieties of the group consisting of fluorine, chlorine, bromine, iodine, hydroxy and cyano, or (C1-C6) alkoxy, cycloalkoxy (C3-C6), alkenyloxy (C2-C6) or alkynyloxy (C2-C6) substituted respectively with m moieties of the group consisting of fluorine, chlorine, bromine, iodine, cyano and (C1-C2) alkoxy; And it means oxygen or sulfur; X means hydrogen, cyano, hydroxy, X1, or (C1-C12) alkyl, cycloalkyl (C3-C8), alkenyl (C2-C12) or alkynyl (C2-C12) substituted respectively with m moieties of the group consisting of fluorine, chlorine , bromine, iodine, cyano, hydroxy, OR7, X1, OX1, NHX1, S (O) n R 5, SO2NR6R7, SO2NR6R8, CO2R8, CONR6R8, COR6, CONR8SO2R5, NR6R8, NR6COR8, NR6CONR8R8, NR6CO2R8, NR6SO2R8, NR6SO2NR6R8, OCONR6R8, OCSNR6R8 , POR9R9 and C (R6) = NOR8, or X, A and R4 form together with the nitrogen atom to which they are attached a ring of five, six or seven members saturated or partially or totally unsaturated, which in addition to this atom of nitrogen contains k carbon atoms, n oxygen atoms, p sulfur atoms and p elements of the group consisting of NR7 and NCOR7 as ring atoms, carrying a carbon atom p oxo groups; X1 means a saturated, partially or totally unsaturated or aromatic five or six-membered ring consisting of r carbon atoms, s nitrogen atoms, n sulfur atoms and n oxygen atoms and which is substituted with n residues of the group consisting of R6, R6a, R8 and R9; X2, X4 and X6 independently mean each other respectively hydrogen, fluorine, chlorine, bromine, iodine, cyano, nitro, or (C1-C4) alkyl, cycloalkyl (C3-C5), alkenyl (C2-C4), alkynyl (C2- C4), alkoxy (C1-C4), alkenyloxy (C2-C4), alkynyloxy (C2-C4) or alkylcarbonyl (C1-C4) substituted respectively with m moieties of the group consisting of fluorine, chlorine, bromine iodine, cyano and alkoxy ( C1-C4); X3 is fluorine, chlorine, bromine, iodine, hydroxy, cyano, nitro, SF5, CONR8SO2R5, CONR6R8, COR6, CO2R8, CONR6R8, C (R6) -NOR8, NR6COR8, NR6CONR8R8, NR6CO2R8, NR6SO2R8, NR6SO2NR6R8, OCONR6R8, OSO2R5, R5, S (O) nR5, SO2NR6R8, OSO2NR6R8, or (C1-C6) alkyl, cycloalkyl (C3-C5), alkenyl (C2-C6), alkynyl (C2-C6) substituted respectively with m moieties of the group consisting of fluorine , chlorine, bromine, iodine, hydroxy and cyano, or (C1-C6) alkoxy, cycloalkoxy (C3-C6), alkenyloxy (C2-C6) or alkynyloxy (C2-C6) substituted respectively with m moieties of the group consisting of fluorine, chlorine, bromine, iodine, cyano and (C1-C2) alkoxy; X5 means hydrogen or X3; R5 means (C1-C6) alkyl or (C3-C6) cycloalkyl respectively substituted with m moieties of the group consisting of fluorine, chlorine, bromine, iodine, cyano and hydroxy; R6 means hydrogen or R5; R6a means fluorine, chlorine, bromine, iodine, cyano, hydroxy, S (O) nR5 or alkoxy (C1-C6), alkenyloxy (C3-C6) or alkynyloxy (C3-C6) respectively substituted with m moieties of the group consisting of fluorine , chlorine, bromine, cyano and (C1-C2) alkoxy; R7 means hydrogen or (C1-C6) alkyl, cycloalkyl (C3-C6), alkenyl (C2-C4) or alkynyl (C2-C4) substituted respectively with m moieties of the group consisting of fluorine, chlorine, bromine, cyano and alkoxy ( C1-C2); R8 means R7, R9 means (C1-C3) alkyl or (C1-C3) alkoxy; k means 3, 4, 5 or 6; m means 0, 1, 2, 3, 4 or 5; n means 0, 1 or 2; p means 0 or 1; q means 3, 4 or 5; r means 1, 2, 3, 4 or 5; s means 0, 1, 2, 3 or 4; with the proviso that X3 and X4 do not mean simultaneously substituted or unsubstituted alkoxy.