Hetero Ring Is Six-membered Including Nitrogen Patents (Class 504/105)
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Patent number: 5618774Abstract: A selective herbicidal composition for controlling grasses and weeds in crops of cultivated plants, comprising, in addition to inert carriers and adjuvants, as active component a mixture ofa) a herbicidally effective mount of a N-phenylsulfonyl-N'-triazinylurea of formula I ##STR1## wherein the substituents are as defined in claim 1, and b) to antagonise the herbicide, an antidotally effective mount of a quinoline derivative of formula IIa ##STR2## wherein R.sub.10 is hydrogen, C.sub.1 -C.sub.8 alkyl or C.sub.1 -C.sub.8 alkyl which is substituted by C.sub.1 -C.sub.6 alkoxy or C.sub.3 -C.sub.6 alkenyloxy; andX.sub.2 is hydrogen or chloro; or of a 1-phenylazole-3-carboxylic acid derivative of formula IIb ##STR3## wherein E is nitrogen or methine;R.sub.11 is --CCl.sub.3, phenyl or halogen-substituted phenyl;R.sub.12 and R.sub.13 are each independently of the other hydrogen or halogen; and R.sub.14 is C.sub.1 -C.sub.4 alkyl.Type: GrantFiled: December 21, 1995Date of Patent: April 8, 1997Assignee: Ciba-Geigy CorporationInventors: Jutta Glock, Manfred Hudetz, Elmar Kerber
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Patent number: 5597776Abstract: Herbicides containing at least one substituted pyrido[2,3-d]pyrimidine I ##STR1## or a plant-tolerated salt of those compounds I in which at least one of the substituents R.sup.1 to R.sup.5 is an acidic or a basic group,and at least one herbicidal active ingredient selected fromA) the group consisting of the cyclohexenone derivatives II, orB) the group consisting of the 2-(heteroaryloxy)- or 2-(4-aryloxy)-phenoxycarboxylic acid derivative.Type: GrantFiled: April 10, 1995Date of Patent: January 28, 1997Assignee: BASF AktiengesellschaftInventors: Matthias Bratz, Reiner Kober, Rainer Seele, Thomas Saupe, Norbert Meyer, Nigel Walker, Andreas Landes, Helmut Walter
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Patent number: 5596124Abstract: There is provided a method for safening herbicides in cereal crop plants by using 5-aryloxy-1,2 -(disubstituted)benzene compounds of formula I ##STR1## Further provided are compositions comprising a 5-aryloxy-1,2-(disubstituted)benzene compound of formula I.Type: GrantFiled: December 9, 1994Date of Patent: January 21, 1997Assignee: American Cyanamid CompanyInventors: Gail E. Cary, Peter J. Wepplo, Barbara A. Bench
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Patent number: 5565408Abstract: Cyanoquinoline compounds Ia or Ib ##STR1## where R.sup.1 is CH.dbd.C(CN).sub.2 ; CH.dbd.N--N.dbd.CH--(5-quinolyl); methylsulfonyl; CH.dbd.NOH; halogen; hydroxyl; nitro; cyano; unsubstituted or substituted C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy or C.sub.1 -C.sub.4 -alkylthio, pyrrolidinyl; piperidinyl; morpholinyl; thiomorpholinyl; unsubstituted or substituted phenyl, phenoxy, phenylthio, phenyldithiolyl, phenylsulfonyl or pyrrolyl;m is 0, 1, 2 or 3;R.sup.2 is hydrogen; hydroxyl; halogen; C.sub.1 -C.sub.4 -alkoxy; --NR.sup.3 R.sup.4 ; --NR.sup.5 --CXR.sup.6 or --N.dbd.CR.sup.7 R.sup.8 ;R.sup.3 is hydrogen or unsubstituted or substituted C.sub.1 -C.sub.4 -alkyl;R.sup.4 is a radical R.sup.3 ; C.sub.1 -C.sub.4 -alkylamino; di-C.sub.1 -C.sub.4 -alkylamino; substituted C.sub.1 -C.sub.4 -alkyl; CH.dbd.N--(3-cyano-2-quinolinyl); or R.sup.3 and R.sup.4 together form C.sub.4 - or C.sub.3 -alkylene which may be interrupted by a hetero atom, or unsubstituted or substituted 1,3-butadienyl;R.sup.5 and R.sup.Type: GrantFiled: April 17, 1995Date of Patent: October 15, 1996Assignee: BASF AktiengesellschaftInventors: Helmut Hagen, Juergen Pfister, Gunter Brill, Gerhard Nilz, Bruno Wuerzer, Karl-Otto Westphalen
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Patent number: 5556828Abstract: Mixtures of a herbicidally effective amount of a haloacetamide of formula I ##STR1## and, to antagonize the herbicide, an antidotally effective amount of a compound of formula IIR--CHYCl (II)wherein R is defined herein, suitable for controlling weeds in crops of cultivated plants, particularly maize.Type: GrantFiled: December 1, 1994Date of Patent: September 17, 1996Assignee: Ciba-Geigy CorporationInventors: Jutta Glock, Elmar Kerber
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Patent number: 5532203Abstract: Mixtures of a herbicidally effective amount of a pyridylsulfonylurea of formula I, ##STR1## wherein R, R.sub.1, R.sub.2 and A are as defined in claim 1, and of a herbicide-antagonistically effective amount of a sulfamoylphenylurea of formula II, ##STR2## wherein R.sub.7 to R.sub.11 and A.sub.2 are as defined in claim 1, are very suitable for controlling weeds in crops of useful plants, especially maize and sugar cane.Type: GrantFiled: May 1, 1995Date of Patent: July 2, 1996Assignee: Ciba-Geigy CorporationInventors: Werner Fory, Elmar Kerber, Manfred Hudetz
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Patent number: 5521143Abstract: Isoxazolines or isothiazolines having the formula (I), or their salts, in which (Z).sub.n, X and R have the definition given in the first claim, are useful as safeners against the phytotoxic side effects of herbicides, preferably in cereal crops.Type: GrantFiled: January 29, 1993Date of Patent: May 28, 1996Assignee: Hoechst AktiengesellschaftInventors: Heinz-Josef Loher, Klaus Bauer, Hermann Bieringer
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Patent number: 5491123Abstract: Herbicides contain one or more antagonistic 3-aminobenzo[b]thiophenes I ##STR1## wherein the variables on the compound of formula I are defined in the specification.A) the group consisting of the cyclohexenone derivatives orB) the group consisting of the 4-hetaryloxyphenoxyacetic acid derivatives.Type: GrantFiled: February 4, 1994Date of Patent: February 13, 1996Assignee: BASF AktiengesellschaftInventors: Helmut Hagen, Gerhard Nilz, Thomas Roetsch, Helmut Walter, Andreas Landes
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Patent number: 5488027Abstract: The invention relates to herbicidal compositions which contain an effective amount ofA) one or more herbicides selected from the group comprising sulfonylureas and imidazolinones andB) one or more safeners selected from the group comprisingB1) phenyl-substituted imidazole-, imidazoline- and triazolecarboxylic acid derivatives and the benzyloxazolinecarboxylic acid derivatives and/orB2) quinolin-8-oxyalkanecarboxylic acid derivatives,with the exception of combinations of imidazolinones with compounds of the formula B2.The compositions are particularly suitable for protecting plants against phytotoxic secondary effects of sulfonylurea herbicides and imidazolinone herbicides. In the case of the imidazolinone herbicides, the invention also relates to a method of protecting corn plants, by applying post-emergence an effective amount of a quinolin-8-oxyalkanecarboxylic acid derivative together with the imidazolinone herbicide to the plants or the area under cultivation.Type: GrantFiled: December 19, 1991Date of Patent: January 30, 1996Assignee: Hoechst AktiengesellschaftInventors: Klaus Bauer, Hermann Bieringer
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Patent number: 5484760Abstract: The disclosure herein relates to means for combatting the adverse phytotoxic action to crops arising from the interaction of various herbicidal compounds and biocidal compounds, e.g., insecticidal and/or fungicidal compounds. The means employed to reduce said interaction involves the safening action of various antidotal compounds.Type: GrantFiled: December 20, 1991Date of Patent: January 16, 1996Assignee: Monsanto CompanyInventors: Brett H. Bussler, Harrison R. Hakes, David J. Mayonado
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Patent number: 5441922Abstract: Herbicide/safener combinations ofA) herbicides selected from the group of the 2-acylated 1,3-dicarbonyl compounds or salts thereof, andB) safeners B1 and/or B2 ##STR1## as they are defined in claim 1, are suitable for controlling harmful plants in crops such as cereals, maize and rice.Type: GrantFiled: December 29, 1992Date of Patent: August 15, 1995Assignee: Hoechst AktiengesellschaftInventors: Oswald Ort, Lothar Willms, Hans-Joachim Zeiss, Stephan Mller, Herbert Stark, Rainer Schutze, Klaus Bauer, Hermann Bieringer
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Patent number: 5407898Abstract: The invention relates to a herbicidal composition containing as compound of formula I N-[2-(methoxycarbonyl)phenyl]sulfonyl-N'-(4,6-bis-difluoromethoxypyrimidin -2-yl)-urea together with a herbicide of formula III ##STR1## wherein the radicals R.sup.2 and R.sup.3 are as defined in the text, to a method for the selective control of weeds in crops of useful plants and to the use of these compositions for controlling weeds in crops of useful plants.Type: GrantFiled: March 2, 1994Date of Patent: April 18, 1995Assignee: Ciba-Geigy CorporationInventors: Marco Quadranti, Willy Maurer
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Patent number: 5401700Abstract: The present invention relates to agents for protecting crop plants from the phytotoxic side effects of herbicides, which agents contain a compound of the formula ##STR1## wherein Y denotes C--H or N,the symbols R.sub.1 independently of one another denote alkyl, halo-alkyl, alkoxy, haloalkoxy or halogen,R.sub.2 denotes alkyl or cycloalkyl,X denotes COOR.sub.3, CON(R.sub.4).sub.2, COSR.sub.3, CN or ##STR2## R.sub.3 denotes an alkali metal or alkaline earth metal, hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, or phenylalkyl, it being possible for phenyl to be substituted by halogen, or trisalkylsilylalkyl or alkoxyalkyl,the symbols R.sub.4 independently of one another denote H, alkyl or cycloalkyl, which can be substituted, or radicals R.sub.4 together with the N atom linking them form a 4- to 7-membered heterocyclic ring andn denotes 1 to 3,in combination with a herbicide.Type: GrantFiled: July 13, 1992Date of Patent: March 28, 1995Assignee: Hoechst AktiengesellschaftInventors: Erich Sohn, Hilmar Mildenberger, Klaus Bauer, Hermann Bieringer
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Patent number: 5378677Abstract: Herbicidal agents containing at least one thiochromenone of the formula I ##STR1## where n is 1, 2, 3 or 4, and the radicals R.sup.3 may have different meanings when n is>1;R.sup.1 is hydrogen; cyano; halogen; substituted or unsubstituted alkyl, aryl or hetaryl;a group --XR.sup.4 or a group --COYR.sup.4, whereX is oxygen, sulfur and NR.sup.5,Y is oxygen and NR.sup.5,R.sup.4 is one of the following groups:hydrogen; formyl; alkyl; cycloalkyl; alkylcarbonyl; cycloalkylcarbonyl; alkylsulfonyl; cycloalkylsulfonyl;substituted or unsubstituted aryl, hetaryl, arylcarbonyl, hetarylcarbonyl, arylsulfonyl or hetarylsulfonyl;andR.sup.5 is hydrogen or substituted or unsubstituted alkyl, aryl or hetaryl;R.sup.2 is hydrogen; cyano; nitroso; nitro; halogen; substituted or unsubstituted alkyl, alkoxy, alkylthio, aryl or hetaryl;a group --NR.sup.4 R.sup.5 or a group --COYR.sup.4, whereY, R.sup.4 and R.sup.5 have the above meanings;R.sup.Type: GrantFiled: January 19, 1993Date of Patent: January 3, 1995Assignee: BASF AktiengesellschaftInventors: Helmut Hagen, Peter Raatz, Helmut Walter, Andreas Landes
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Patent number: 5350734Abstract: A selective herbicidal composition for controlling grasses and weeds in crops of useful plants comprisesa) a herbicidally effective amount of a sulfonylurea of formula I ##STR1## wherein R.sub.1 and R.sub.2 independently of one another are methyl or methoxy;R.sub.3 is hydrogen, halogen, methyl or methoxy; andb) a herbicide-antagonistically effective amount of a quinoline derivative of formula II ##STR2## wherein R is hydrogen or C.sub.1 -C.sub.8 alkyl andX is hydrogen or chlorine.Type: GrantFiled: July 26, 1993Date of Patent: September 27, 1994Assignee: Ciba-Geigy CorporationInventors: Jutta Glock, Elmar Kerber
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Patent number: 5296449Abstract: Herbicidal composition comprising 5-(2,4,6-trimethylphenyl)-2-[1-(ethoximino)propionyl]-cyclohexane-1,3-dion e of formula I ##STR1## and a synergistically effective amount of either 2-[4-(5-chloro-3-fluoropyridin-2-yloxy)phenoxy]-propionic acid propynyl ester of formula II ##STR2## or (.+-.Type: GrantFiled: November 12, 1992Date of Patent: March 22, 1994Assignee: Ciba-Geigy CorporationInventors: Patrick Ryan, Urs Hofer, Richard Istead, Hans Gut, Wolfgang P. Iwanzik
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Patent number: 5280007Abstract: There is provided a method for protecting a rice crop from injury caused by a sulfamoyl urea herbicide which comprises applying to the crop a non-phytotoxic antidotal amount of a compound selected from 1-(.alpha.,.alpha.,-dimethylbenzyl)-3-p-tolylurea and S-(1-methyl-1-phenylethyl)-1-piperidinecarbothioate.Type: GrantFiled: December 18, 1991Date of Patent: January 18, 1994Assignee: American Cyanamid CompanyInventor: Kaiji Kawai
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Patent number: 5258356Abstract: A combination of a variety of herbicides with safening agents which are substituted 1,8-naphthyridines of the formula ##STR1## where R.sup.1 is mercapto, hydroxyl, halogen, benzylthio, amino or NR.sup.2 R.sup.3, whereR.sup.2 is a group ##STR2## where A is C.sub.1 -C.sub.8 -alkyl, R.sup.3 is hydrogen, XR.sup.4, where X is oxygen or sulfur and R.sup.4 is C.sub.1 -C.sub.12 -alkyl,R.sup.5 and R.sup.7 are each hydrogen, C.sub.1 -C.sub.12 -alkyl, hydroxyl, halogen, mercapto, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, dialkylamino where each alkyl is of 1 to 6 carbon atoms, phenoxy or phenylthio, halo-(C.sub.1 -C.sub.3)-alkyl, C.sub.1 -C.sub.4 -alkoxy-(C.sub.1 -C.sub.3)-alkyl, andR.sup.6 is hydrogen, C.sub.1 -C.sub.12 -alkyl, carboxyl or C.sub.1 -C.sub.4 -alkoxycarbonyl or the plant-tolerated salts thereof.Type: GrantFiled: February 1, 1993Date of Patent: November 2, 1993Assignee: BASF AktiengesellschaftInventors: Thomas Saupe, Peter Schaefer, Norbert Meyer, Bruno Wuerzer, Karl-Otto Westphalen
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Herbicidal compositions safened by 5-heterocyclic-substituted oxazolidine dihaloacetamides compounds
Patent number: 5256626Abstract: The disclosure herein relates to a new family of haloalkyl oxazolidinyl derivatives as antidotal compounds to reduce injury to crop plants by a variety of herbicides. The antidotal compounds are characterized particularly by having heterocyclyl or spiroheterocyclyl radicals attached to the 5-position of haloalkyl oxazolidine compounds and are especially useful as in-can antidotes against injury by acetanilide and thiocarbamate herbicides to corn, sorghum, soybeans, wheat, rice and other crops.Type: GrantFiled: July 3, 1991Date of Patent: October 26, 1993Assignee: Monsanto CompanyInventors: Eric L. Williams, Steven M. Massey, Brett H. Bussler, Ronald J. Brinker -
Patent number: 5256625Abstract: The disclosure herein relates to the use of certain amides of dichloroacetic acid and other compounds as safener/antidotal compounds to reduce the phytotoxicity to crop plants, especially corn, of imidazolinone-type herbicides alone or in admixture with other co-herbicidal compounds, e.g., .alpha.-haloacetamides.Type: GrantFiled: December 29, 1989Date of Patent: October 26, 1993Assignee: Monsanto CompanyInventors: Brett H. Bussler, Ronald J. Brinker
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Patent number: 5250498Abstract: A method of combating unwanted vegetation which comprises applying to such vegetation or to a locus from which it is desired to exclude such vegetation, a herbicidally effective amount of a 2-iminopyridine of the formula ##STR1## in which R.sup.1, R.sup.2, R.sup.3 and R.sup.4 independently of one another represent hydrogen, halogen, alkyl, halogenoalkyl, alkoxy, halogenoalkoxy, alkylthio or halogenalkylthio,R.sup.Type: GrantFiled: December 7, 1990Date of Patent: October 5, 1993Assignee: Bayer AktiengesellschaftInventors: Roland Andree, Hauke Furstenwerth, Klaus Jelich, Gunther Beck, Peter Babczinski, Klaus Lurssen, Hans-Joachim Santel, Robert R. Schmidt
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Patent number: 5236887Abstract: Disclosed are herbicidal concentrate formulation compositions having reduced grass crop plant phytotoxicity comprising certain sulfonamide or sulfonylurea herbicides in admixture with a herbicidal organic acid from the group consisting of clopyralid, 2,4-D, 2,4-DP, dicamba, dichlorprop-P, fluroxypyr MCPA, MCPP, mecoprop-P, picloram, triclopyr or mixtures of said acids; also disclosed is the preparation of said compositions and the pre- and post-emergent agricultural uses thereof in water diluted form.Type: GrantFiled: May 3, 1991Date of Patent: August 17, 1993Assignee: DowElancoInventor: Robert L. Noveroske
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Patent number: 5225570Abstract: The disclosure herein relates to a new family of haloalkyl oxazolidinyl derivatives as antidotal compounds to reduce injury to crop plants by a variety of herbicides. The antidotal compounds are characterized particularly by having heterocyclyl or spiroheterocyclyl radicals attached to the 5-position of haloalkyl oxazolidine compounds and are especially useful as in-can antidotes against injury by acetanilide and thiocarbamate herbicides to corn, sorghum, soybeans, wheat, rice and other crops.Type: GrantFiled: July 1, 1988Date of Patent: July 6, 1993Assignee: Monsanto CompanyInventors: Eric L. Williams, Steven M. Massey, Brett H. Bussler, Ronald J. Brinker
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Patent number: 5215570Abstract: The N-acylsulfamoylphenylureas of formula I below are suitable as counter-agents (antidotes or safeners) for protecting cultivated plants from the phytotoxic action of herbicides. Suitable crops are preferably cereals, soybeans, sorghum, maize and rice, and suitable herbicides are sulfonylureas, chloroacetanilides and aryloxyphenoxypropionic acid derivatives.The N-acylsulfamoylphenylureas have the formula I ##STR1## wherein A is a radical selected from the group ##STR2## R.sub.1 is C.sub.1 -C.sub.4 -alkoxy or each of R.sub.1 and R.sub.2, independently of the other, is hydrogen, C.sub.1 -C.sub.8 alkyl, C.sub.3 -C.sub.8 cycloalkyl, C.sub.3 -C.sub.6 alkenyl, C.sub.3 -C.sub.6 alkynyl, ##STR3## or C.sub.1 -C.sub.4 alkyl substituted by C.sub.1 -C.sub.4 alkoxy or by ##STR4## or R.sub.1 and R.sub.2 together form a C.sub.4 -C.sub.6 alkylene bridge, or a C.sub.4 -C.sub.6 alkylene bridge interrupted by oxygen, sulfur, SO, SO.sub.2, NH or by --N(C.sub.1 -C.sub.4 alkyl)-, R.sub.3 is hydrogen or C.sub.1 -C.sub.4 alkyl, R.Type: GrantFiled: January 3, 1991Date of Patent: June 1, 1993Assignee: Ciba-Geigy CorporationInventors: Urs Burckhardt, Raafat Soliman, Werner Topfl, Hans-Rudolf Waespe
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Patent number: 5213604Abstract: The present invention is concerned with a process for preventing chemical injuries to vegetables, fruits or flowers caused by methyl bromide, which comprises keeping the vegetables, fruits or flowers, which have been fumigated with methyl bromide, together with (A) an agent for eliminating methyl bromide comprising at least one compound selected from the group consisting of chloric acid, chlorous acid, hypochlorous acid, phosphoric acid, phosphorous acid, hypophosphorous acid and salts thereof and/or (B) an amine. According the present invention, the chemical injuries to vegetables, fruits or flowers caused by methyl bromide can be easily prevented.Type: GrantFiled: November 18, 1991Date of Patent: May 25, 1993Assignee: Nippon Kayaku Kabushiki KaishaInventors: Hitoshi Saito, Shigeo Hayashimoto, Mutsumi Matsumoto
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Patent number: 5207820Abstract: 1-Aryl- and 1-hetarylimidazolecarboxylic esters of the general formulae Ia and Ib ##STR1## where R.sup.1 is halogen or substituted or unsubstituted C.sub.1 -C.sub.4 -alkyl;R.sup.2 is substituted or unsubstituted C.sub.1 -C.sub.6 -alkyl; C.sub.3 -C.sub.6 -alkenyl, C.sub.3 -C.sub.6 -alkynyl or C.sub.3 -C.sub.6 -cycloalkyl;R.sup.3 is hydrogen or C.sub.1 -C.sub.4 -alkyl;R.sup.4 is substituted or unsubstituted phenyl or 5- or 6-membered heteroaromatic,processes for their manufacture, and agents containing them.Type: GrantFiled: May 3, 1991Date of Patent: May 4, 1993Assignee: BASF AktiengesellschaftInventors: Ulrich Wriede, Gerhard Hamprecht, Hermann Koehler, Bruno Wuerzer
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Patent number: 5201933Abstract: The disclosure herein relates to the use of certain amides of dichloroacetic acid and other compounds as safener/antidotal compounds to reduce the phytotoxicity to crop plants, especially corn, of benzoic acid-type herbicides alone or in admixture with other co-herbicidal compounds, e.g., .alpha.-haloacetamides.Type: GrantFiled: October 12, 1990Date of Patent: April 13, 1993Assignee: Monsanto CompanyInventors: Knudt J. Miller, Brett H. Bussler