Patent DE-10258314-A1 (DE)
Title: New alkoxyimino-substituted biphenylcarboxamide derivatives, useful as pesticides, antimicrobials, herbicides and antimycotics, also their new intermediates
Inventor: DUNKEL RALF
IPC: C07D213/82
Filed: 2002-12-13
Abstract: Alkoxyimino-substituted biphenylcarboxamide derivatives (I) are new.  Akoxyimino-substituted biphenylcarboxamide derivatives of formula (I) are new. R  =  hydrogen, 1-6C alkyl or 1-3C haloalkyl containing 1-7 fluoro, chloro and/or bromo;  Z  =  3-8C alkenyl or alkynyl, both optionally substituted by1-5 fluoro, chloro and/or bromo, or 3-8C cycloalkyl(1-4C)alkyl;  X and Y  =  halo, cyano, nitro, 1-8C alkyl, alkoxy or alkylthio, or 1-6C haloalkyl, haloalkoxy or haloalkylthio with 1-13 fluoro, chloro and/or bromo;  m and n  =  0-4 and X and Y may each be same or different when m or n is greater than 1;  A = 1-R3-3-R1-5-R2-pyrazol-4-yl; 3-R6-4-R6-5-R4-thien-2-yl; 2-R9-4-R8-5-R7-thien-3-yl; 2-R10-phenyl; 2-R11-6-R12-pyrid-3-yl; 1-R19-4-R17-5-R18-pyrrol-3- yl; 2-R22-4-R21-5-R20-furan-3-yl; 3-R25-4-R24-4-R23-furan-2-yl; 3-R27-5-R26- thiazol-2-yl; 2-R29-5-R28-thiazol-3-yl; 3-R30-isothiazol-4-yl; 3-R32-5-R31-oxazol-2-yl; 2-R33- 4,5-dihydrofuran-3-yl; 3-R34-pyrazin-2-yl, or the groups 2A, 2B or 2C; R1 = hydrogen, cyano, halo, nitro, 1-4C (halo)alkyl, (halo)alkoxy or (halo)alkylthio with up to 5 halo, 3-6C cycloalkyl, aminocarbonyl, or aminocarbonyl(1-4C)alkyl; R2 = hydrogen, halo, cyano, 1-4C alkyl, alkoxy or alkylthio; R3 = hydrogen, 1-4C alkyl (optionally substituted by hydroxy, 1-4C alkylthio or alkoxy), 2-6C alkenyl, 3-6C cycloalkyl, 1-4C haloalkyl, halo(1-4C alkoxy or alkylthio)1-4C alkyl (each with 1-5 halo), or phenyl; R4, R5, R7 and R8 = hydrogen, halo or 1-4C (halo)alkyl with 1-5 halo; R6 = halo, cyano, 1-4C (halo)alkyl or haloalkoxy, with 1-5 halo; R9 = hydrogen, halo or 1-4C alkyl; R10 = hydrogen, halo, cyano, 1-6C alkyl, or 1-4C haloalkyl, haloalkoxy or haloalkylthio with 1-5 halo; R11 = halo, hydroxy, cyano, or 1-4C (halo)alkyl, (halo)alkoxy or (halo)alkylthio with 1-5 halo; R12 = hydrogen, halo, cyano, 1-4C alkyl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, haloalkyl or haloalkoxy, with 1-5 halo; R13, R15 and R16 = 1-4C alkyl, optionally substituted by 1-5 halo; R14 = 1-4C alkyl; X1 = sulfur, sulfinyl, sulfonyl or CH2; p = 0-2; R17 = halo, cyano, or 1-4C alkyl, optionally substituted by 1-5 halo; R18 = hydrogen, halo or 1-4C alkyl, optionally substituted by 1-5 halo; R19 = hydrogen, cyano, 1-4C alkyl, optionally substituted by 1-5 halo or by hydroxy or alkoxy, 1-4C alkylsulfonyl, di(1-4C alkyl)aminosulfonyl, 1-6C alkylcarbonyl or optionally substituted phenylsulfonyl or benzoyl; R20 and R21 = hydrogen, halo, amino, or 1-4C alkyl, optionally substituted by 1-5 halo; R22 = hydrogen, halo or 1-4C alkyl, optionally substituted by 1-5 halo; R23 and R24 = hydrogen, halo, amino, nitro or 1-4C alkyl, optionally substituted by 1-5 halo; R25 = hydrogen, halo or 1-4C alkyl, optionally substituted by 1-5 halo; R26 and R28 = hydrogen, halo, amino, (di)1-4C alkylamino, cyano or 1-4C alkyl, optionally substituted by 1-5 halo; R27, R29 and R30 = halo or 1-4C alkyl, optionally substituted by 1-5 halo; R31 = hydrogen or 1-4C alkyl; R32 = halo or 1-4C alkyl; R33 = 1-4C alkyl, optionally substituted by 1-5 halo; and R34 = hydrogen, halo, 1-4C alkyl or 1-2C haloalkyl with 1-5 halo. Independent claims are also included for the following: (1) several methods for preparing (I); and  (2) new intermediates of formulae (III), (V), (VI), (VIII) and (XIV). G1 and G2  =  hydrogen or together form tetramethylene.