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US 2010/0137138 A1Published application
Herbicide/safener combination
AssigneeBayer CropScience AG
InventorsChristopher Hugh ROSINGER, Erwin HACKER, Hartmut AHRENS, Hansjörg DIETRICH, Frank ZIEMER
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Abstract
A composition comprising (A) one or more compounds of the formula (I), their N-oxides or their salts, in which the individual indices and radicals have the meaning defined in the description and (B) one or more safeners is described.
Claims13
A composition comprising
- (A) one or more compounds of the formula (I), their N-oxides or their salts, in which
- R1 is cyclopropyl which is substituted by 1 to 5 radicals R5, which, in the case of two or more radicals R5, may be identical or different;
- isopropyl, which may be optionally substituted by 1 to 5 radicals R6, which, in the case of two or more radicals R6, may be identical or different;
- or phenyl, which may be optionally substituted by 1 to 4 radicals R7, which, in the case of two or more radicals R7, may be identical or different;
- and where R1 is not equal to 4-bromophenyl or 4-chlorophenyl;
- R2 is ((O)jC(R8)(R9))kR, where R is CO2H or a herbicidally active derivative;
- R3 is halogen, cyano, nitro, OR10, SR10 or N(R11)R12;
- R4 is NO2 or N(R13)R14;
- R5—in the case of two or more radicals R5, in each case independently of the others—is halogen, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C1-C3-alkoxy, C1-C2-haloalkoxy, C1-C3-alkylthio or C1-C2-haloalkylthio;
- R6—in the case of two or more radicals R6, in each case independently of the others—is halogen, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C1-C3-alkoxy, C1-C2-haloalkoxy, C1-C3-alkylthio or C1-C2-haloalkylthio;
- R7—in the case of two or more radicals R7, in each case independently of the others—is halogen, cyano, nitro, C1-C4-alkyl, C1-C4-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C1-C4-hydroxyalkyl, C2-C4-alkoxyalkyl, C2-C4-haloalkoxyalkyl, C2-C4-alkenyl, C2-C4-haloalkenyl, C3-C4-alkynyl, C3-C4-haloalkynyl, hydroxy, C1-C4-alkoxy, C1-C4-haloalkoxy, C2-C4-alkenyloxy, C2-C4-haloalkenyloxy, C3-C4-alkynyloxy, C3-C4-haloalkynyloxy, C1-C4-alkylthio, C1-C4-haloalkylthio, C1-C4-alkylsulfinyl, C1-C4-haloalkylsulfinyl, C1-C4-alkylsulfonyl, C1-C4-haloalkylsulfonyl, C2-C4-alkenylthio, C2-C4-haloalkenylthio, C2-C4-alkenylsulfinyl, C2-C4-haloalkenylsulfinyl, C2-C4-alkenylsulfonyl, C2-C4-haloalkenylsulfonyl, C3-C4-alkynylthio, C3-C4-haloalkynylthio, C3-C4-alkynylsulfinyl, C3-C4-haloalkynylsulfinyl, C3-C4-alkynylsulfonyl, C3-C4-haloalkynylsulfonyl, C1-C4-alkylamino, C2-C8-dialkylamino, C3-C6-cycloalkylamino, C4-C6—N-alkyl-N-cycloalkylamino, C2-C6-alkylcarbonyl, C2-C6-alkoxycarbonyl, C2-C6-alkylaminocarbonyl, C3-C8-dialkylaminocarbonyl, C3-C6-trialkylsilyl, phenyl, phenoxy or a 5- to 6-membered heteroaromatic ring, where each of the radicals phenyl, phenoxy or the 5- to 6-membered heteroaromatic ring may be optionally substituted by 1 to 3 radicals R15;
- or two adjacent radicals R7 together form a divalent radical —OCH2O—, —CH2CH2O—, —OCH(CH3)O—, —OC(CH3)2O—, —OCF2O—, —CF2CF2O—, —OCF2CF2O— or —CH═CH—CH═CH—;
- R8 is hydrogen, halogen, C1-C4-alkyl, C1-C4-haloalkyl, hydroxy, C1-C4-alkoxy or C2-C4-alkylcarbonyloxy;
- R9 is hydrogen, halogen, C1-C4-alkyl or C1-C4-haloalkyl;
- or
- R8 and R9 together form an oxygen atom which, together with the carbon atom to which they are bonded, forms a carbonyl group;
- R10 is hydrogen, C1-C4-alkyl or C1-C3-haloalkyl;
- R11 and R12 independently of one another are hydrogen or C1-C4-alkyl;
- R13 is hydrogen, C1-C4-alkyl, which is optionally substituted by 1 to 2 identical or different radicals R16;
- C2-C4-alkenyl, which is optionally substituted by 1 to 2 identical or different radicals R17;
- C2-C4-alkynyl, which is optionally substituted by 1 to 2 identical or different radicals R18;
- C(═O)R19, nitro, OR20, SO2R21, NR22R23 or N═CR24R25;
- R14 is hydrogen, C1-C4-alkyl, which is optionally substituted by 1 to 2 radicals R16, or is C(═O)R19;
- or
- R13 and R14 together form a divalent radical selected from the group consisting of —(CH2)4—, —(CH2)5—, —CH2—CH═CH—CH2— and —(CH2)2—O—(CH2)2—, where each of these radicals may be optionally substituted by 1 to 2 radicals R26;
- or
- R13 and R14 together form ═C(R27)NR28R29 or ═C(R30)OR31
- R15—in the case of two or more radicals R15, in each case independently of the others—is halogen, cyano, nitro, C1-C4-alkyl, C1-C4-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C2-C4-alkenyl, C2-C4-haloalkenyl, C3-C4-alkynyl, C3-C4-haloalkynyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkylthio, C1-C4-haloalkylthio, C1-C4-alkylsulfinyl, C1-C4-alkylsulfonyl, C2-C8-dialkylamino, C3-C6-cycloalkylamino, C4-C6—N-alkyl-N-cycloalkylamino, C2-C4-alkylcarbonyl, C2-C6-alkoxycarbonyl, C2-C6-alkylaminocarbonyl, C3-C8-dialkylaminocarbonyl or C3-C6-trialkylsilyl;
- R16, R17 and R18—in each case independently of one another—are halogen, C1-C3-alkoxy, C1-C3-haloalkoxy, C1-C3-haloalkylthio, amino, C1-C3-alkylamino, C2-C4-dialkylamino or C2-C4-alkoxycarbonyl;
- R19—in the case of two or more radicals R19, in each case independently of the others—is hydrogen, C1-C14-alkyl, C1-C3-haloalkyl, C1-C4-alkoxy, phenyl, phenoxy or benzyloxy;
- R20—in the case of two or more radicals R20, in each case independently of the others—is hydrogen, C1-C4-alkyl, C1-C3-haloalkyl or CHR32COOR33;
- R21—in the case of two or more radicals R21, in each case independently of the others—is C1-C4-alkyl or C1-C3-haloalkyl;
- R22 in the case of two or more radicals R22, in each case independently of the others—is hydrogen, C1-C4-alkyl or C(═O)R34;
- R23—in the case of two or more radicals R23, in each case independently of the others—is hydrogen or C1-C4-alkyl;
- R24—in the case of two or more radicals R24, in each case independently of the others—is hydrogen, C1-C4-alkyl or phenyl, which is optionally substituted by 1 to 3 radicals R35;
- R25—in the case of two or more radicals R25, in each case independently of the others—is hydrogen or C1-C4-alkyl;
- or
- R24 and R25 together form a divalent radical selected from the group consisting of —(CH2)4— and —(CH2)5—,
- R26—in the case of two or more radicals R26, in each case independently of the others—is halogen, C1-C3-alkyl, C1-C3-alkoxy, C1-C3-haloalkoxy, C1-C3-alkylthio, C1-C3-haloalkylthio, amino, C1-C3-alkylamino, C2-C4-dialkylamino or C2-C4-alkoxycarbonyl;
- R27—in the case of two or more radicals R27, in each case independently of the others—is hydrogen or C1-C4-alkyl;
- R28 and R29—in the case of two or more radicals R28 and R29, in each case independently of one another—are hydrogen or C1-C4-alkyl;
- or
- R28 and R29 together form a divalent radical selected from the group consisting of —(CH2)4—, —(CH2)5—, —CH2—CH═CH—CH2— and —(CH2)2—O—(CH2)2—,
- R30—in the case of two or more radicals R30, in each case independently of the others—is hydrogen or C1-C4-alkyl;
- R31—in the case of two or more radicals R31, in each case independently of the others—is C1-C4-alkyl;
- R32—in the case of two or more radicals R32, in each case independently of one another—are hydrogen, C1-C4-alkyl or C1-C4-alkoxy;
- R33—in the case of two or more radicals R33, in each case independently of one another—are hydrogen, C1-C4-alkyl or benzyl;
- R34—in the case of two or more radicals R34, in each case independently of one another—are hydrogen, C1-C14-alkyl, C1-C3-haloalkyl, C1-C4-alkoxy, phenyl, phenoxy or benzyloxy;
- R35—in the case of two or more radicals R35, in each case independently of the others—is methyl, chlorine or methoxy;
- j is 0 or 1;
- and
- k is 0 or 1;
- it also being the case that when k is 0, then j is 0,
- and
- (B) one or more safeners selected from the group consisting of
- S1) compounds from the group of heterocyclic carboxylic acid derivatives, in particular
- S1a) compounds of the dichlorophenylpyrazoline-3-carboxylic acid type (S1a);
- S1b) derivatives of dichlorophenylpyrazolecarboxylic acid (S1b);
- S1c) derivates of 1,5-diphenylpyrazole-3-carboxylic acid (S1c);
- S1d) compounds of the triazolecarboxylic acid type (S1d);
- S1e) compounds of the 5-benzyl- or 5-phenyl-2-isoxazoline-3-carboxylic acid type or of the 5,5-diphenyl-2-isoxazoline-3-carboxylic acid type (S1e);
- S2) compounds from the group of the 8-quinolinyloxy derivates (S2):
- S2a) compounds of the 8-quinolinoxyacetic acid type (S2a);
- S2b) compounds of the (5-chloro-8-quinolinoxy)malonic acid type (S2b);
- S3) active ingredients of the dichloroacetamide type (S3);
- S4) compounds from the class of the acylsulfonamides (S4):
- S4a) N-acylsulfonamides of the formula (S4a);
- in which
- RA1 is (C1-C6)-alkyl, (C3-C6)-cycloalkyl, where the 2 last-mentioned radicals are substituted by vA substituents from the group consisting of halogen, (C1-C4)-alkoxy, (C1-C6)-haloalkoxy and (C1-C4)-alkylthio and, in the case of cyclic radicals, also by (C1-C4)-alkyl and (C1-C4)-haloalkyl;
- RA2 is halogen, (C1-C4)-alkyl, (C1-C4)-alkoxy, CF3;
- mA is 1 or 2;
- vA is 0, 1, 2 or 3;
- S4b) compounds of the 4-(benzoylsulfamoyl)benzamide type of the formula (S4b) and salts thereof,
- in which
- RB1, RB2 independently of one another are hydrogen, (C1-C6)-alkyl, (C3-C6)-cycloalkyl, (C3-C6)-alkenyl, (C3-C6)-alkynyl,
- RB3 is halogen, (C1-C4)-alkyl, (C1-C4)-haloalkyl or (C1-C4)-alkoxy and
- mB is 1 or 2,
- S4c) compounds from the class of the benzoylsulfamoylphenylureas of the formula (S4c)
- in which
- RC1, RC2 independently of one another are hydrogen, (C1-C8)-alkyl, (C3-C8)-cycloalkyl, (C3-C6)-alkenyl, (C3-C6)-alkynyl,
- RC3 is halogen, (C1-C4)-alkyl, (C1-C4)-alkoxy, CF3
- mc is 1 or 2;
- S5) active ingredients from the class of the hydroxyaromatics and the aromatic-aliphatic carboxylic acid derivatives (S5);
- S6) active ingredients from the class of the 1,2-dihydroquinoxalin-2-ones (S6);
- S7) compounds from the class of the diphenylmethoxyacetic acid derivates (S7);
- S8) compounds of the formula (S8), in which the symbols and indices have the following meanings:
- RD1 is halogen, (C1-C4)-alkyl, (C1-C4)-haloalkyl, (C1-C4)-alkoxy, (C1-C4)-haloalkoxy,
- RD2 is hydrogen or (C1-C4)-alkyl
- RD3 is hydrogen, (C1-C8)-alkyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl, or aryl, where each of the aforementioned C-containing radicals is unsubstituted or substituted by one or more identical or different radicals from the group consisting of halogen and alkoxy;
- or salts thereof
- nD is an integer from 0 to 2;
- S9) active ingredients from the class of the 3-(5-tetrazolylcarbonyl)-2-quinolones (S9);
- S10) compounds of the formulae (S10a) or (S10b)
- in which
- RE1 is halogen, (C1-C4)-alkyl, methoxy, nitro, cyano, CF3, OCF3
- YE, ZE independently of one another are O or S,
- nE is an integer from 0 to 4,
- RE2 is (C1-C16)-alkyl, (C2-C6)-alkenyl, (C3-C6)-cycloalkyl, aryl;
- benzyl, halobenzyl,
- RE3 is hydrogen or (C1-C6)-alkyl,
- S11) Active ingredients of the oxyimino compound type (S11);
- S12) active ingredients from the class of the isothiochromanones (S12);
- S13) one or more compounds from the group (S13):
- “naphthalic anhydride” (1,8-naphthalenedicarboxylic anhydride) (S13-1);
- “fenclorim” (4,6-dichloro-2-phenylpyrimidine) (S13-2);
- “flurazole” (benzyl 2-chloro-4-trifluoromethyl-1,3-thiazole-5-carboxylate) (S13-3);
- “CL 304415” (CAS Reg. No. 31541-57-8) (4-carboxy-3,4-dihydro-2H-1-benzopyran-4-acetic acid) (S13-4);
- “MG 191” (CAS Reg. No. 96420-72-3) (2-dichloromethyl-2-methyl-1,3-dioxolane) (S13-5);
- “MG-838” (CAS Reg. No. 133993-74-5) (2-propenyl 1-oxa-4-azaspiro[4.5]decane-4-carbodithioate) (S13-6);
- “disulfoton” (O,O-diethyl S-2-ethylthioethyl phosphorodithioate) (S13-7);
- “dietholate” (O,O-diethyl O-phenyl phosphorothioate) (S13-8),
- “mephenate” (4-chlorophenyl methylcarbamate) (S13-9);
- S14) active ingredients which, besides a herbicidal effect against harmful plants, also have a safener effect on crop plants such as rice,
- where compositions are excluded which comprise the following combinations of further herbicidal active ingredients and safeners:
- pinoxaden and cloquintocet-mexyl,
- pyroxsulam and cloquintocet-mexyl,
- fenoxaprop-P-ethyl and mefenpyr-diethyl.
114 more elements
Dependencies are inferred from the claim text.