Patent DE-19853827-A1 (DE)
Title: Selective herbicidal composition for use in e.g. cereals, cotton or soya, comprises p-hydroxyphenyl pyruvate dioxygenase inhibiting benzoyl compound herbicide and safener, e.g. fenclorim or dicamba
Inventor: ZIEMER FRANK
IPC: A01N37/42
Filed: 1998-11-21
Abstract: Herbicidal composition comprises: (A) a benzoyl-substituted isoxazole, pyrazole, cyclohexenone or methyl ketone derivative herbicide (I); and  (B) at least one of a very wide range of safeners, e.g. azole derivatives (II), quinoline derivatives (III), amides (IV), 1,8-naphthalic anhydride, fenclorim, dicamba, N-acylsulfonamides (V), acylsulfamoyl-benzamides (VI) and bicyclic enones (VII).  A herbicidal composition comprises: (A) a herbicidally effective amount of at least one benzoyl compound of formula (I); and (B) at least one safener in an amount effective as an antidote.  (B) are selected from e.g.: (a) heterocyclic or amide compounds of formula (II), (III) or R21CONR22R23 (IV); (b) 1,8-naphthalic anhydride, methyl diphenylmethoxyacetate, cyometrinil, oxabetrinil, fluxofenim, fenclorim, flurazole, 2-dichloromethyl-2-methyl-1,3-dioxolane; (c) N-acylsulfonamides of formula (V) or their salts; (d) acylsulfamoyl-benzamides of formula (VI) or their salts; and  (e) bicyclic compounds of formula (VII) or their stereoisomers or salts.  V  = e.g. a group of formula (V1) or -CHR8COR7 (V4);  R  = H, alkoxycarbonyl, haloalkoxycarbonyl, COOH or CN;  R7  = alkyl, haloalkyl, cycloalkyl, alkylcycloalkyl or halocycloalkyl;  R8  = CN, alkoxycarbonyl, alkylcarbonyl, alkylsulfonyl, alkylsulfinyl, alkylthio or mono- or dialkylaminocarbonyl;  m  = 0-6;  R9  = NO2; NH2, alkyl, alkenyl, alkynyl, halo, haloalkyl, haloalkenyl, haloalkynyl, haloalkoxy, haloalkylthio, alkoxycarbonyl, alkylsulfonyl, alkylsulfinyl, alkylthio, arylsulfonyl, arylsulfinyl, arylthio, alkoxy, alkoxyalkoxy, alkylthioalkoxy, alkylcarbonyl, mono- or dialkylaminosulfonyl, mono- or dialkylcarbamoyl, alkoxyalky, OPh, CN, aryl or mono- or dialkylamino;  q  = 0-4;  x  = 0-5;  T  = 1-2C alkanediyl (os);  W  = os, partially saturated or aromatic 5-membered heterocyclylene containing 1-3 N or O heteroatoms (at least one being N and at most one being O), preferably of formula (W1)-(W4);  y  = 0 or 1;  R17, R19  = halo, alkyl, alkoxy, NO2 or haloalkyl;  R18, R20 = OR24, SR24 or NR24R25; or N-bonded (un)saturated 3-7 membered heterocycle containing 1-3 heteroatoms (at least one being N) and os; R24  = H or os aliphatic hydrocarbyl;  R25  = H, 1-6C alkyl, 1-6C alkoxy or os phenyl;  R26  = H, 1-8C alkyl, 1-8C haloalkyl, alkoxyalkyl, 1-6C hydroxyalkyl, 3-12C cycloalkyl or trialkylsilyl; R27-R29  = H, 1-8C alkyl, 1-8C haloalkyl, 3-12C cycloalkyl or os phenyl;  R21  = alkyl, haloalkyl, alkenyl, haloalkenyl or 3-7C cycloalkyl;  R22, R23  = H, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, alkylcarbamoylalkyl, alkenylcarbamoylalkyl, alkoxyalkyl, dioxolanylalkyl, thiazolyl, furyl, furylalkyl, thienyl, piperidyl or os phenyl;  or NR22R23  = os heterocycle, preferably oxazolidine, thiazolidine, piperidine, morpholine, hexahydropyrimidine or benzoxazine;  R30  = H; or hydrocarbyl (preferably of 1-20C), hydrocarbyloxy, hydrocarbylthio or heterocyclyl (all os by e.g. ZaRa);  R31, R33  = H or alkyl;  or R30 + R31  = group completing a 3-8 membered (un)saturated ring;  R32, R34  = halo, CN, NO2, NH2, OH, COOH, CHO, CONH2, SO2NH2 or -Zb-Rb;  Ra  = hydrocarbyl or heterocyclyl (both os) or alkyl (no C number given) in which several (preferably 2 or 3) non-adjacent CH2 are replaced by O;  Rb  = as Ra, except that the optional substituents also include phosphoryl and haloalkoxy;  Za  = O, S, CO, CS, COO, COS, OCO, SCO, SO, SO2, NR asterisk , CONR asterisk , NR asterisk CO, SO2NR asterisk or NR asterisk SO2;  Zb  = direct bond or as Za (excluding SO);  R asterisk = H, alkyl or haloalkyl;  X3  = CH and n = 0-5;  or X3  = N and n = 0-4;  R35  = H; or hydrocarbyl or heterocyclyl (both os);  R36  = H or OH; or 1-6C alkyl, 2-6C alkenyl, 2-6C alkynyl, 1-6C alkoxy or 2-6C alkenyloxy (all os);  or NR35R36  = (un)saturated 3-8 membered ring; R37  = halo, CN, NO2, NH2, OH, COOH, CHO, CONH2, SO2NH2 or -Zd-Rd; R38  = H, alkyl, alkenyl or alkynyl;  R39  = phosphoryl or as R37; Rc  = hydrocarbyl or heterocyclyl (both os);  Rd  = as Rc, except that the optional substituents also include phosphoryl and haloalkoxy;  Zc  = O, S, CO, CS, COO, COS, SO, SO2, NR asterisk , CONR asterisk or SO2NR asterisk ;  Zd  = direct bond or as Zc;  R40 = H, alkyl (os);  R41  = H, halo, alkyl, alkoxy or haloalkoxy;  R42 = H, halo or alkyl;  Q1, Q2, E, G  = O, S, C(R47)2, CO, NR48 or C=CH-OC(Re)2COA (VIII), provided that at least one is CO, one (and only one) is (VIII), (VIII) is adjacent to CO and adjacent groups are not both O;  Re  = H or 1-8C alkyl;  or (Re)2  = 2-6C alkylene;  A  = ORf, SRf or N(R49)2;  Rf  = H; 1-8C alkyl (os); phenyl-(1-8C) alkyl (os); 3-6C alkenyl (os); 3-6C alkynyl (os); or oxetanyl, furfuryl or tetrahydrofuryl;  R47  = H or 1-8C alkyl;  or (R47)2  = 2-8C alkylene;  R48  = H or 1-8C alkyl; or phenyl or benzyl (both os); Rf = H; 1-8C alkyl (os); phenyl or phenyl-(1-8C) alkyl (both os); or 3-6C alkenyl, 3-6C alkynyl or 3-6C cycloalkyl; or (R49)2 = 4-5C alkylene, in which one CH2 may be replaced by O or S and 1 or 2 CH2 may be replaced by NH or N(alkyl); unless specified otherwise alkyl moieties have 1-4C, alkenyl or alkynyl moieties 2-4C and cycloalkyl or cycloalkenyl moieties 3-8C. Certain specific mixtures are excluded, e.g. those in which: (1) (A) is (I; V = (V1))  and (B) is 1,8-naphthalic anhydride, methyl diphenylmethoxyacetate, 2-dichloromethyl-2-methyl-1,3-dioxolane, cyometrinil, fluxofenim, fenclorim, flurazole or lactidichlor.  The full Definitions are given in the DEFINITIONS (Full Definitions) Field.