Patent ID: 6528455
Filing Date: 2003-03-04
Classification: C07C,C07D

Abstract:
A phenoxy- or thiophenoxyacrylic acid compound of the formula in whichZ, V and W independently of one another are oxygen or sulfur, R1 is hydrogen or halogen and R2 is halogen, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy or C1-C6-haloalkoxy; R3 is hydrogen, C1-C6-alkyl, C2-C6-alkenyl, C3-C6-alkynyl, C1-C6-alkylamino-C1-C6-alkyl, (C1-C6-alkoxy)carbonyl-C1-C6-alkyl, C3-C8-cycloalkyl, 2,3-dihydrofuryl, 2,5-dihydrofuryl, tetrahydrofuryl, where each of the ten last mentioned groups may carry one, two or three substituents selected from the group consisting of: halogen, nitro, cyano, hydroxyl, C3-C6-cycloalkyl, C1-C6-alkoxy, C1-C6-alkoxy-C1-C6-alkoxy, C3-C6-cycloalkoxy, C3-C6-alkenyloxy, C3-C6-alkynyloxy, C1-C6-alkylcarbonyl, C1-C6-alkylcarbonyloxy, (C2-C6-alkenyl)carbonyloxy, (C2-C6-alkynyl)carbonyloxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-alkylideneiminooxy, &boxH;Nâ€”OR8, â€”Oâ€”(CnH2nâˆ’1)&boxH;Nâ€”OR8 where n=1, 2, 3, 4, 5 or 6, phenyl, benzyloxy, phenoxy or phenylsulfonyl, where the three last mentioned groups may carry one, two or three substituents selected from the group consisting of halogen, nitro, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy or C1-C6-alkoxycarbonyl; is (C3-C6-alkenyloxy)carbonyl-C1-C6-alkyl, (C3-C6-alkynyloxy)carbonyl-C1-C6-alkyl, furyl or phenyl, where furyl and phenyl independently of one another may carry one, two or three substituents selected from the group consisting of halogen, nitro, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy or C1-C6-alkoxycarbonyl; Het is an unsaturated five- or six-membered heterocyclic radical which is attached to the phenyl ring of I via a nitrogen atom and which is selected from among radicals of the formulae II-1 to II-19: in which  denotes a single bond or a double bond, R4, R4â€² and R4â€³ independently of one another are hydrogen, amino, C1-C4-alkylamino, di-C1-C4-alkylamino, saturated 5- or 6-membered N-bonded nitrogen heterocyclyl, C3-C6-cycloalkylamino, halogen, cyano, carboxyl, C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-alkenyl, C3-C6-alkynyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-haloalkylthio, C1-C6-alkoxycarbonyl, C3-C6-alkenyloxy, C3-C6-alkynyloxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C3-C8-cycloalkyl or C3-C8-cycloalkyl-C1-C6-alkyl, and R4 in the formula II-14 is also a corresponding imino radical or alkylidene radical if  denotes a double bond; R5 and R5â€² independently of one another are hydrogen, amino, hydroxyl, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-alkenyl, C3-C6-alkynyl, C1-C6-alkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-cycloalkyl-C1-C6-alkyl, phenyl or phenyl-C1-C6-alkyl; and/or in each case two of the radicals R4, R4â€², R4â€³, R5 and R5â€² together with the ring atoms of Het to which they are attached form a 4-, 5-, 6- or 7-membered ring which may be saturated or unsaturated, which may contain one or two nitrogen, oxygen and/or sulfur atoms as ring members and/or which may be substituted by one, two or three radicals selected from the group consisting of C1-C4-alkyl and halogen; R6 and R7 independently of one another are hydrogen, C1-C6-alkyl, C1-C6-haloalkyl or C3-C6-cycloalkyl, or together with the C atom to which they are attached form a 4-, 5-, 6- or 7-membered ring which may be saturated or unsaturated, which may contain one or two oxygen and/or sulfur atoms as ring members and/or which may be substituted by one, two or three substituents selected from the group consisting of C1-C4-alkyl and halogen; R8 is hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-cycloalkyl, C3-C6-alkenyl, C3-C6-alkyhyl, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-alkylthio-C1-C6-alkyl, cyano-C1-C6-alkyl, (C1-C6-alkyl)carbonyl-C1-C6-alkyl, (C1-C6-alkoxy)carbonyl-C1-C6-alkyl or (C1-C6-alkoxy)carbonyl-C2-C6-alkenyl; Q in the formula II-1 is O or S, X and Xâ€² independently of one another are O or S, and Y is O, S or a group Nâ€”R9 in which R9 is hydrogen, C1-C6-alkyl, C1-C6-haloalkyl or C3-C8-cycloalkyl; and the agriculturally useful salts of the compound of the formula I.