New 4-(3-substituted benzoyl)-pyrazol-5-one derivatives, useful as broad-spectrum, pre- and post-emergence herbicides especially for selective weed control in crops e.g. wheat, maize and rice

摘要

4-Benzoyl-pyrazol-5-one derivatives (I), substituted in the 3-position of the phenyl ring by a carbamoyl-alkyl group linked via oxygen, nitrogen or sulfur, are new. Pyrazole derivatives of formula (I) are new; X = O, S(O)n, NH or NR2; L = 1-6C alkylene, 2-6C alkenylene or 2-6C alkynylene, all substituted by w groups halo, CN or NO2 and by v groups R2; Y = O or S; R1a, R1b, R1c = H, SH, NO2, halo, CN, SCN, OCO-alkyl, OS(O)n-alkyl, S(O)m-alkyl, S(O)m-haloalkyl, S(O)m-(3-7C) cycloalkyl, SO2N(alkyl)2, NHSO2-alkyl, CONH-alkyl, CON(alkyl)2, N(alkyl)-SO2-alkyl, N(alkyl)-CO-alkyl, CH2O-alkyl, CH2-S(O)n-alkyl, CH2NH-alkyl, 1,2,4-triazol-1-yl or 1,2,4-triazol-1-ylmethyl; or -(Y)p-alkyl, -(Y)p-alkenyl, -(Y)p-alkynyl, -(Y)p-cycloalkyl, -(Y)p-cycloalkenyl, -(Y)p-cycloalkyl-alkyl or -(Y)p-cycloalkenyl-alkyl, all substituted by v groups halo, CN or NO2; R2, R3 = H; alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, alkylcycloalkyl, alkylcycloalkenyl, alkenylcycloalkyl, alkenylcycloalkenyl, alkynylcycloalkyl, alkynylcycloalkenyl, optionally branched -(OC(R6)2)w-(O-C(R6)2)x-R6, (2-6C) alkyl-aryl, alkenyl-aryl, alkynyl-aryl or optionally branched -(OC(R6)2)w-(O-C(R6)2)x-aryl, all substituted by v groups halo, CN or NO2; or aryl, heterocyclyl or heteroaryl, all substituted by v of CN, NO2, halo, -(Y)p-alkyl or -(Y)p-haloalkyl; NR2R3 = 5- or 6-membered saturated or partially or completely unsaturated ring, substituted by v of CN, NO2, halo, -(Y)p-alkyl or -(Y)p-haloalkyl and containing n heteroatoms selected from O and S; or benzothiazole, benzoxazole, benzopyrazole or benzopyrrole, all substituted by v of CN, NO2, halo, -(Y)p-alkyl or -(Y)p-haloalkyl; R4 = H, alkyl, haloalkyl, cycloalkyl or halocycloalkyl; R5 = alkyl, haloalkyl, cycloalkyl or halocycloalkyl; or phenyl substituted by v of halo, NO2, CN, Q or OQ; R6 = H, alkyl, haloalkyl, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl, haloalkoxycarbonyl, mono- or dialkylaminocarbonyl, mono- or di-haloalkylaminocarbonyl, alkylsulfonyl or haloalkylsulfonyl; or benzyl, benzoyl, benzoylmethyl, phenoxycarbonyl or phenylsulfonyl, all substituted by v of halo, NO2, CN, Q or OQ; Q = 1-4C alkyl or 1-4C haloalkyl; m = 1 or 2; n = 0-2; p = 0 or 1; v = 0-3; w, x = 0-4, but not both 0; Unless specified otherwise alkyl moieties have 1-6C, alkenyl or alkynyl moieties have 2-6C and cycloalkyl or cycloalkenyl moieties 3-9C.