Patent EP-1415537-A1 (EP)
Inventor: ZIEMER FRANK
IPC: A01N47/30
Filed: 1999-06-09
Abstract: A herbicidal composition contains: (A) aryl ketone herbicide; and (B) at least one of a very wide range of specific safeners, e.g. quinoline, amide, acetonitrile, urea, phenoxyalkanoic acid, N-acylsulfonamide, acylsulfamoylbenzamide or benzo-fused cyclic ketone derivatives. A herbicidal composition contains: (A) at least one aryl ketone of formula (I); and (B) at least one safener selected from: (a) heterocycles of formula (II), quinolines of formula (III) and amides of formula (IV); (b) 1,8-naphthalic anhydride, methyl diphenylmethoxyacetate, cyanomethoxyimino-(phenyl)-acetonitrile (cyometrinil), 1,3-dioxolan-2-ylmethoxyimino-(phenyl)-acetonitrile (oxabetrinil), 4'-chloro-2,2,2-trifluoroacetophenone O-1,3dioxolan-2-ylmethyl oxime (fluxofenim), 4,6-dichloro-2-phenylpyrimidine (fenclorim), benzyl 2-chloro-4-trifluoromethyl-1,3-thiazole-5-carboxylate (fluorazole), 2-dichloromethyl-2-methyl-1,3-dioxolon (MG-191), N-(4-methylphenyl)-N'-(1-methyl-1-phenylethyl)-urea (dymron), 1-(4-(N-2-methoxybenzoylsulfamoyl)-phenyl)-3-methyl-urea, 1-(4-(N-2-methoxybenzoylsulfamoyl)-phenyl)-3,3-dimethyl-urea, 1-(4-(N-4,5-dimethylbenzoylsulfamoyl)-phenyl)-3-methyl-urea, 1-(4-(N-naphthoylsulf amoyl)-phenyl)-3,3-dimethyl-urea, (2,4-dichlorophenoxy)-acetic acid (2,4-D), (4-chlorophenoxy)acetic acid, (R,S)-2-(4-chloro-o-tolyloxy)-propionic acid (mecoprop), 4-(2,4-dichlorophenoxy)-butyric acid (2,4-DB), (4-chloro-o-tolyloxy)acetic acid (MCPA), 4-(4-chloro-o-tolyloxy)-butyric acid, 4-(4-chlorophenoxy)-butyric acid, 3,6-dichloro-2-methoxybenzoic acid (dicamba), 1-(ethoxycarbonyl)ethyl 3,6-dichloro-2-methoxybenzoate (lactidichlor) or their salts or esters; (c) acylsulfonamides of formula (V) or their salts; (d) acylsulfamoyl-benzamide of formula (VI) or their salts; and (e) benzo-fused cyclic ketones of formula (VII) or their stereoisomers or salts: V = -CH(substituent)CO(substituent) or an isoxazole, pyrazole or cyclohexenone group; and Z' = phenyl substituted; or a benzo bi- or tricyclic group; g = 1-5;  T = 1-2C alkanediyl (optionally substituted by 1 or 2 A or one (1-3C) alkoxycarbonyl);  t = 1 or 2; R21 = A', alkenyl, haloalkenyl or cycloalkyl; R22 = H, A', alkenyl, alkynyl, haloalkenyl, ANHCO-A-, (2-4C) alkenylcarbamoyl-A-, A-O-A-, dioxolanyl-A-, thiazolyl, furyl, furylalkyl (no C number given), thienyl, piperidyl or optionally substituted phenyl; W = optionally substituted, partially unsaturated or aromatic 5-membered heterocyclylene containing 1-3 N or 1 or 2 N plus one O; R17, R19 = H, halo, A', OA or NO2; R18, R20 = optionally substituted OH SH or amine, or N-bonded, (un)saturated 3-7 membered heterocycle (containing 1-3 heteroatoms, at least one being N; and optionally substituted by A, OA or optionally substituted phenyl); R30 = H; or hydrocarbyl, hydrocarbyloxy, hydrocarbylthio or heterocyclyl (all optionally substituted by one or more of halo, CN, NO2, NH2, OH, COOH, CHO, CONH2, SO2NH2 etc.);  R31 = H or A; or R30+R31 = group completing a 3-8 membered (un)saturated ring;  R32, R34 = halo, CN, NO2, NH2, OH, COOH, CHO, CONH2, SO2NH2 etc.; R33 = H or A;  n = 0-4;  m = 0-5, but not  5 in (VI; X = N);  X3 = CH or N;  R35 = H; or hydrocarbyl or heterocyclyl (both optionally substituted by one or more of halo, CN, NO2, NH2, OH, COOH, CHO, CONH2, SO2NH2 etc.);  R36 = H or OH; or 1-6C alkyl, 2-6C alkenyl, 2-6C alkynyl, 1-6C alkoxy or 2-6C alkenyloxy (all optionally substituted by one or more of halo, OH, A, OA and SA); or NR35R36 = 3-8 membered (un)saturated ring;  R37 = halo, CN, NO2, NH2, OH, COOH, CHO, CONH2, SO2NH2 or etc.; R38 = H, A, alkenyl or alkynyl;  R39 = phosphoryl or as R37;  R40 = H, A', NO2, CN, optionally substituted carboxy, amine, or sulfonylamine; or substituted A; R41 = H, halo, A, CF3 or OA';  R42  = H, halo or A;  Q1, Q2, E, G = O, S, C(substituents)2, CO, substituted imine or CCH-O-C(substituent)2-(CO)-substiuent (VIII), provided that at least one is CO, one (and only one) is (VIII) and two adjacent groups are not O;  A = 1-4C alkyl; and A' = A or 1-4C haloalkyl; unless specified otherwise alkyl moi