1,2-diazoles (including Hydrogenated) Patents (Class 504/280)
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Patent number: 5945382Abstract: The present invention relates to new derivatives of the family of 3-arylpyrazoles of formula (I), their methods of preparation, the compositions containing them and their utilization for the protection of plants against fungal diseases.Type: GrantFiled: December 22, 1994Date of Patent: August 31, 1999Assignee: Rhone-Poulenc AgrochimieInventors: Richard Cantegril, Denis Croisat, Philippe Desbordes, Fran.cedilla.ois Guigues, Jacques Mortier, Raymond Peignier, Jean Pierre Vors
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Patent number: 5939559Abstract: A pyrazole derivative represented by the general formula (1a) or (1b): whereinR.sup.1 represents a hydrogen atom or a pesticidally acceptable protecting group; R.sup.2 and R.sup.3 represent a phenyl, 1-naphthyl or 2-naphthyl group, or a 5-6 membered heterocyclic ring and the like; R.sup.4 represents a hydrogen or halogen atom, or a alkyl, alkoxy or alkylthio group; and a herbicidal composition containing the pyrazole derivative.Type: GrantFiled: October 27, 1997Date of Patent: August 17, 1999Assignee: Nissan Chemical Industries, Ltd.Inventors: Katsushi Morimoto, Tomoyuki Ogura, Takeshi Nagaoka, Hiroyuki Furusawa, Koichi Nishio, Shigeru Ishii, Tsutomu Nawamaki, Kunimitsu Nakahira, Kimihiro Ishikawa
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Patent number: 5869427Abstract: A novel substituted thiophene derivatives represented by the formula (1) in the invention: ##STR1## wherein R is a straight or branched alkyl group having 3-12 carbon atoms, straight or branched halogenoalkyl group having 3-12 carbon atoms, straight or branched alkenyl group having 3-10 carbon atoms, straight or branched halogenoalkenyl group having 3-10 carbon atoms, or cycloalkyl group having 3-10 carbon atoms, the cycloalkyl group being unsubstituted or substituted with an alkyl group having 1-4 carbon atoms, R and --NHCOAr are adjacent to each other, and Ar is a heterocyclic group; have excellent control activity on various plant disease such as Gray mold, Powdery mildew, Blast and Rust, and are useful as a plant disease control agent due to outstanding residual effect on Botrytis cinerea and excellent effect on Gibberella zeae.Type: GrantFiled: October 31, 1997Date of Patent: February 9, 1999Assignee: Mitsui Chemicals, Inc.Inventors: Yukihiro Yoshikawa, Kanji Tomiya, Toshio Kitajima, Hiroyuki Katsuta, Osamu Takahashi, Shunichi Inami, Yuji Yanase, Naofumi Tomura, Junro Kishi, Hideo Kawasima
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Patent number: 5861359Abstract: Novel herbicidal compounds, compositions containing them, and methods for their use in controling weeds are disclosed. The novel herbicidal compounds are optionally substituted phenylmethoxy or phenylmethylthio heterocycles of the formula: ##STR1## in which Q is selected from: ##STR2## R=halogen; R.sup.1 =lower alkyl, lower alkoxy, lower haloalkyl, lower haloalkoxy, lower alkylthio, lower sulfonyl, or lower alkylsulfinyl; R.sup.2 =lower alkyl, or lower haloalkyl; X=H, halogen, or lower alkyl; W=O or S; Z, Z.sup.1, Z.sup.2 are independently selected from H, halogen, straight or branched chain lower alkyl, lower alkoxy, is lower haloalkoxy, cyano, lower cyanoalkyloxy, or aryl; or Z and Z.sup.1 are adjacent to each other on the benzene ring, and taken together are --(CH.sub.2).sub.4 --; or Z.sup.2 is OA in the 2-, 3-, or 4-position of the phenyl ring; A is a derivative of an alkanoate bonded to the phenoxy oxygen at the alpha carbon; R.sup.3 is H or lower alkyl; R.sup.Type: GrantFiled: July 18, 1996Date of Patent: January 19, 1999Assignee: FMC CorporationInventor: George Theodoridis
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Patent number: 5840653Abstract: Novel substituted pyrazolylpyrazoles of the formula I ##STR1## in which R.sup.1 -R.sup.6 are as defined in the description, processes for their preparation and intermediates for their preparation and their use as herbicides are described.Type: GrantFiled: June 4, 1997Date of Patent: November 24, 1998Assignee: Hoechst Schering AgrEvo GmbHInventors: Michael Ganzer, Helga Franke, Uwe Hartfiel, Jurgen Bohner
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Patent number: 5840912Abstract: The invention relates to new substituted pyrazol derivatives of general formula (I) in which: R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 have the meanings given in the description, agents with herbicidal action containing at least one compound of formula (I), and their use as herbicides.Type: GrantFiled: April 22, 1997Date of Patent: November 24, 1998Assignee: Hoechst Schering AgrEvo GmbHInventors: Jens Geisler, Helga Franke, Uwe Hartfiel, Michael Ganzer, Jurgen Bohner, Richard Rees
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Patent number: 5731267Abstract: Compounds of the formula I ##STR1## in which R is hydrogen, fluorine or chlorine;R.sub.1 is hydrogen, halogen, trifluoromethyl, C.sub.1 -C.sub.4 haloalkoxy, cyano, nitro or amino;A-B is a group ##STR2## in which the 2 carbon atom is bonded to the oxygen atom; W is a group ##STR3## R.sub.2 is hydrogen or C.sub.1 -C.sub.6 -alkyl; R.sub.3 is C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 haloalkyl, cyano-C.sub.1 -C.sub.4 alkyl, hydroxy-C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy-C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.6 alkenyloxy-C.sub.1 -C.sub.4 -alkyl, C.sub.3 -C.sub.6 alkynyloxy-C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.6 alkylcarbonyloxy-C.sub.1 -C.sub.6 alkyl, carboxyl, C.sub.1 -C.sub.6 alkoxycarbonyl, C.sub.1 -C.sub.6 haloalkoxycarbonyl, C.sub.3 -C.sub.6 alkenyloxycarbonyl, C.sub.3 -C.sub.6 alkynyloxycarbonyl, C.sub.3 -C.sub.6 cycloalkoxycarbonyl, C.sub.1 -C.sub.4 alkoxy-C.sub.1 -C.sub.4 alkoxycarbonyl, C.sub.1 -C.sub.4 alkylaminocarbonyl, di-C.sub.1 -C.sub.Type: GrantFiled: March 19, 1997Date of Patent: March 24, 1998Assignee: Novartis CorporationInventors: Georg Pissiotas, Kurt Nebel, Hans-Georg Brunner
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Patent number: 5719104Abstract: Bicyclic imides of formulae (I) and (II) and their agriculturally-suitable salts, are disclosed which are useful for controlling undesirable vegatation, wherein G is O or S; n and m are each independently 0; 1; 2; or 3; provided that m+n is 2 or 3; q is 1 or 2; X is CH.sub.2 ; CH(halogen); CF.sub.2 ; CHOCH.sub.2 F; CHOCF.sub.3 ; CHOCH.sub.2 CF.sub.3 ; O; S(O).sub.0-2 ; NH; N(C.sub.1 -C.sub.4 alkyl); or N(C.sub.1 -C.sub.4 haloalkyl); and R.sup.1. R.sup.2, and Q are as defined in the disclosure. Also disclosed are compositions containing the bicyclic imides of formulae (I) and (II) and a method for controlling growth of undesired vegetation comprising applying to the locus to be protected an effective amount, of the bicyclic imides formulae (I) and (II).Type: GrantFiled: October 3, 1996Date of Patent: February 17, 1998Assignee: E. I. du Pont de Nemours and CompanyInventors: John J. Kilama, Karlheinz Drauz, Wonpyo Hong, Matthias Schafer
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Patent number: 5707934Abstract: This invention relates to a new method of plant growth regulation whereby a 1-phenylpyrazole such as fipronil is applied to a crop or a seed.Type: GrantFiled: March 27, 1996Date of Patent: January 13, 1998Assignee: Rhone-Poulenc Inc.Inventors: Reed Nathan Royalty, Nguyen Dang Long, Michael Thomas Pilato, Nicholas Mark Hamon, Ngadi Yahmad, Djoko Prabowo Sastrosatomo
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Patent number: 5674811Abstract: A cyanoketone derivatives of the following formula (1) ##STR1## which are characterized by excellent herbicidal activity and effectiveness against a variety of broad leafed weeds, including barnyard grass, green foxtail, velvet leaf, livid amaranth and hairy beggar ticks.Type: GrantFiled: October 6, 1994Date of Patent: October 7, 1997Assignee: Tokuyama CorporationInventors: Toshio Kitajima, Tadashi Kobutani, Shozo Kato, Masao Yamaguchi, Masahiko Ishizaki, deceased
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Patent number: 5670456Abstract: N-carbamoyl-2-carboxyaryl-heterocyclic and hydrazinecarboximidamidehydrazone derivatives, intermediates and processes for their preparation, agricultural compositions containing them and their use as agricultural chemicals, in particular herbicides.Type: GrantFiled: May 22, 1995Date of Patent: September 23, 1997Assignee: Sandoz Ltd.Inventors: Richard J. Anderson, Joe T. Bamberg, Michael M. Leippe
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Patent number: 5668088Abstract: The invention herein relates to certain substituted-arylpyrazole compounds, herbicidal compositions containing same, herbicidal methods of use and processes for preparing said compounds.Type: GrantFiled: June 7, 1995Date of Patent: September 16, 1997Assignee: Monsanto CompanyInventors: Bruce C. Hamper, Lisa L. Mc Dermott
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Patent number: 5663119Abstract: Phenylpyrazoles of the formula: ##STR1## in which: X=H, hal, NO.sub.2, CN, SCN, alkyl (C.sub.1 -C.sub.4), alkenyl (C.sub.2 -C.sub.4), alkynyl (C.sub.2 -C.sub.4), alkoxy (C.sub.1 -C.sub.4), alkylthio (C.sub.1 -C.sub.4), phenyl, phenoxy; mono- or di- alkyl- or phenyl- amino; alkylcarbonyl, carbamoyl, carboxyl, benzoyl; alkyl- sulphinyl or sulphonyl;Y, Z=H, hal, OH, NO.sub.2, NO, CN, SCN, alkyl (C.sub.1 -C.sub.4), alkenyl (C.sub.2 -C.sub.4), alkynyl (C.sub.2 -C.sub.4), alkoxy (C.sub.1 -C.sub.4), alkylthio (C.sub.1 -C.sub.4), phenyl, phenoxy; mono- or di- alkyl- or phenyl- amino; alkylcarbonyl, carbamoyl, carboxyl, benzoyl; alkyl- sulphinyl or sulphonyl, for example; andY, Z may also form a bridge of 1 to 4 atoms, of which at least one can be a hetero atom, optionally substituted. The products are useful as fungicides in agriculture.Type: GrantFiled: June 7, 1995Date of Patent: September 2, 1997Assignee: Rhone-Poulenc AgrochimieInventors: Alain Chene, Raymond Peignier, Jean-Pierre A. Vors, Jacques Mortier, Richard Cantegril, Denis Croisat
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Patent number: 5629265Abstract: Disclosed herein are cyanoketone derivatives of the following formula (1) ##STR1## such as 1-cyano-1-piperidinocarbonyl-3-[4-(2-chloro-4-trifluoromethylphenoxy)pheno xy]-2-butanone, 1-cyano-1-piperidinocarbonyl-3-[4-(3-chloro-5-trifluoromethyl-2-pyridyloxy )phenoxy]-2-butanone, 1-cyano-1-(N-methyl-N-dichlorophenyl)aminocarbonyl-3-[4-(2-quinoxalyloxy)p henoxy]-2-butanone, 1-cyano-1-(N,N-dibutyl)aminocarbonyl-3-[4-(3-chloro-5-trifluoromethyl-2-py ridyloxy)phenoxy-2-butanone, and the like, which are characterized by excellent herbicidal activity and effectiveness against a variety of gramineous weeds.Type: GrantFiled: June 22, 1994Date of Patent: May 13, 1997Assignee: Tokuyama CorporationInventors: Masahiko Ishizaki, Seiji Nagata, Junji Takenaka
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Patent number: 5622917Abstract: The invention relates to new 1H-3-aryl-pyrrolidine-2,4-dione derivatives of the formula (I) ##STR1## in which A, B, X, Y and G have the meanings given in the description, to a plurality of processes for their preparation, and to their use as pesticides.Type: GrantFiled: January 3, 1995Date of Patent: April 22, 1997Assignee: Bayer AktiengesellschaftInventors: Reiner Fischer, Thomas Bretschneider, Bernd-Wieland Kr uger, Michael Ruther, Christoph Erdelen, Ulrike Wachendorff-Neumann, Hans-Joachim Santel, Markus Dollinger
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Patent number: 5618775Abstract: Mixtures of optically active cyclohexenone oxime ethers having R- and S-configuration in the oxime ether moiety of the formula I ##STR1## (R.sup.1 =C.sub.1 -C.sub.6 -alkyl; ##STR2## X=C.sub.1-C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl; m=0-3 or 1-4 where all X's are halogen;n=0-3 or 1-5 where all X's are halogen;R.sup.2 =C.sub.1 -C.sub.4 -alkoxy-C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.4 -alkylthio-C.sub.1 -C.sub.6 -alkyl, substituted or unsubstituted C.sub.3 -C.sub.7 -cycloalkyl, substituted or unsubstituted C.sub.5 -C.sub.7 -cycloalkenyl, substituted or unsubstituted 5-membered saturated heterocyclic structure, substituted or unsubstituted 6- or 7-membered heterocyclic structure, substituted or unsubstituted 5-membered heteroaromatic structure, substituted or unsubstituted phenyl or pyridyl)and their agriculturally useful salts and esters with C.sub.1 -C.sub.10 -carboxylic acids and inorganic acids.Type: GrantFiled: August 11, 1994Date of Patent: April 8, 1997Assignee: BASF AktiengesellschaftInventors: Ulf Misslitz, Norbert Meyer, Juergen Kast, Wolfgang Ladner, Helmut Walter, Karl-Otto Westphalen, Uwe Kardorff, Matthias Gerber
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Patent number: 5573999Abstract: .beta.-Substituted cinnamic acid derivatives of the formula 1, ##STR1## where R.sup.1 is alkyl, chlorine or bromine, --X-- is --O--, --S--, ##STR2## m is 0 or 1, --Y is --OR.sup.4, --O--N.dbd.CR.sup.5 R.sup.6, --NR.sup.7 R.sup.8, --N(OR.sup.9)R.sup.10 or --SR.sup.11, where the above-mentioned substituents R.sup.2 to R.sup.11 are alkyl, and R.sup.2, and R.sup.3 and R.sup.5 to R.sup.11 can also be hydrogen,Z is halogen, nitro, cyano, alkyl, cycloalkyl, aralkyl, aryloxyalkyl, arylthioalkyl, hetarylalkyl, hetaryloxyalkyl, hetarylthioalkyl, alkenyl, aralkenyl, aryloxyalkenyl, arylthioalkenyl, hetarylalkenyl, hetaryloxyalkenyl, hetarylthioalkenyl, alkynyl, arylalkynyl, hetarylalkynyl, aryl, hetaryl, arylazo, acylamino, --OR.sup.12, --SR.sup.13, --SOR.sup.14, --SO.sub.2 R.sup.15, --COOR.sup.16, --CONR.sup.17 R.sup.18, --COR.sup.19, --CR.sup.20 .dbd.NR.sup.21, --N.dbd.CR.sup.22, R.sup.23, --CR.sup.24 .dbd.N--OR.sup.25, --CR.sup.25 R.sup.26 --O--, N.dbd.CR.sup.27 R.sup.28, --CH.sub.2 --OCOR.sup.39 or --NR.sup.37 R.Type: GrantFiled: May 15, 1995Date of Patent: November 12, 1996Assignee: BASF AktiengesellschaftInventors: Hubert Sauter, Herbert Bayer, Klaus Oberdorf, Horst Wingert, Wolfgang von Deyn, Wassilios Grammenos, Hartmann Koenig, Harald Rang, Franz Roehl, Gisela Lorenz, Eberhard Ammermann
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Patent number: 5538940Abstract: .beta.-Substituted cinnamic acid derivatives of the formula 1, ##STR1## where R.sup.1 is substituted or unsubstituted alkyl, alkenyl, alkynyl, cycloalkyl or cycloalkenyl, and R.sup.1 can also be chlorine or bromine,--X-- is --O--, --S--, ##STR2## m is 0 or 1, --Y is --OR.sup.4, --O--N.dbd.CR.sup.5 R.sup.6, --NR.sup.7 R.sup.8, --NR.sup.7 R.sup.8, --N(OR.sup.9)R.sup.10 or SR.sup.11, where the abovementioned substitutes R.sup.2 to R.sup.11 are substituted or unsubstituted alkyl, alkenyl, alkynyl, cycloalkyl or cycloalkenyl, and R.sup.2, R.sup.3 and R.sup.5 to R.sup.11 can be hydrogen and Z, U, V, W are defined in the specification.Type: GrantFiled: May 12, 1995Date of Patent: July 23, 1996Assignee: BASF AktiengesellschaftInventors: Hubert Sauter, Herbert Bayer, Klaus Oberdorf, Horst Wingert, Wolfgang Von Deyn, Wassilios Grammenos, Hartmann Koenig, Harald Rang, Franz Roehl, Gisela Lorenz, Eberhard Ammermann
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Patent number: 5536700Abstract: Herbicidal compositions of glyphosate, its salts, diquat, or paraquat in combination with a compound of the following formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, and n are as defined. Preferred are combinations of glyphosate, its salts, diquat, or paraquat with 2-chloro-5-(4-bromo-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl)-4-fluoro benzoic acid, 1-methylethyl ester.Type: GrantFiled: December 20, 1993Date of Patent: July 16, 1996Assignee: Monsanto CompanyInventors: Scott S. Woodard, Bruce C. Hamper, Kurt Moedritzer, Michael D. Rogers, Deborah A. Mischke, Gerard A. Dutra
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Patent number: 5523280Abstract: Phenylpyrazoles of the formula: ##STR1## in which: X.dbd.H, hal, NO.sub.2, CN, SCN, alkyl (C.sub.1 -C.sub.4), alkenyl (C.sub.2 -C.sub.4), alkynyl (C.sub.2 -C.sub.4), alkoxy (C.sub.1 -C.sub.4), alkylthio (C.sub.1 -C.sub.4), phenyl, phenoxy; mono- or di- alkyl- or phenyl- amino; alkylcarbonyl, carbamoyl, carboxyl, benzoyl; alkyl- sulphinyl or sulphonyl;Y, Z.dbd.H, hal, OH, NO.sub.2, NO, CN, SCN, alkyl (C.sub.1 -C.sub.4), alkenyl (C.sub.2 -C.sub.4), alkynyl (C.sub.2 -C.sub.4), alkoxy (C.sub.1 -C.sub.4), alkylthio (C.sub.1 -C.sub.4), phenyl, phenoxy; mono- or di- alkyl- or phenyl- amino; alkylcarbonyl, carbamoyl, carboxyl, benzoyl; alkyl- sulphinyl or sulphonyl, for example; andY, Z may also form a bridge of 1 to 4 atoms, of which at least one can be a hetero atom, optionally substituted. The products are useful as fungicides in agriculture.Type: GrantFiled: October 9, 1992Date of Patent: June 4, 1996Assignee: Rhone-Poulenc AgrochimieInventors: Alain Chene, Raymond Peignier, Jean-Pierre A. Vors, Jacques Mortier, Richard Cantegril, Denis Croisat
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Patent number: 5496792Abstract: Cyclohexenone oxime ethers I ##STR1## R.sup.1 =C.sub.1 -C.sub.6 -alkyl; W=unsubstituted or C.sub.1 -C.sub.3 -alkyl-substituted C.sub.2 -C.sub.4 -alkylene chain;X=NO.sub.2, CN, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl; n=0-3 or 1-5 if all X's are halogen;R.sup.2 =C.sub.1 -C.sub.4 -alkoxy-C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.4 -alkylthio-C.sub.1 -C.sub.6 -alkyl, substituted or unsubstituted C.sub.3 -C.sub.7 -cycloalkyl, substituted or unsubstituted C.sub.5 -C.sub.7 -cycloalkenyl, a substituted or unsubstituted 5-membered saturated heterocycle containing 1 or 2 oxygen and/or sulfur atoms, substituted or unsubstituted 6- or 7-membered heterocycle having 1 or 2 non-adjacent oxygen and/or sulfur atoms and which is saturated or mono- or diunsaturated, substituted or unsubstituted 5-membered heteroaromatic containing 1 or 2N atoms and one O or S atom, phenyl or pyridyl, both of which are unsubstituted or bear 1-3 halogen, NO.sub.Type: GrantFiled: August 11, 1994Date of Patent: March 5, 1996Assignee: BASF AktiengesellschaftInventors: Ulf Misslitz, Norbert Meyer, Juergen Kast, Kaspar Bott, Helmut Walter, Karl-Otto Westphalen, Uwe Kardorff, Matthias Gerber
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Patent number: 5489571Abstract: The invention herein relates to certain substituted-arylpyrazole compounds, herbicidal compositions containing same, herbicidal methods of use and processes for preparing said compounds.Type: GrantFiled: November 2, 1993Date of Patent: February 6, 1996Assignee: Monsanto CompanyInventors: Scott S. Woodard, Bruce C. Hamper, Kurt Moedritzer, Michael D. Rogers, Deborah A. Mischke, Gerard A. Dutra
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Patent number: 5389602Abstract: Tetrahydropyran-2,4-diones of the formula ##STR1## where R.sup.1 is hydrogen; C.sub.1 -C.sub.6 -alkyl; C.sub.2 -C.sub.6 -alkenyl; C.sub.2 -C.sub.6 -alkynyl; substituted or unsubstituted phenyl; C.sub.1 -C.sub.6 -alkylsulfonyl; substituted or unsubstituted benzenesulfonyl; C.sub.3 -C.sub.6 -alkenylcarbonyl; or substituted or unsubstituted benzoyl;R.sup.2 is C.sub.1 -C.sub.6 -alkyl; C.sub.2 -C.sub.6 -alkenyl; C.sub.2 -C.sub.6 -alkynyl; C.sub.1 -C.sub.6 -haloalkyl; or C.sub.3 -C.sub.6 -cycloalkyl;A, B and D are each .dbd.CH-- or .dbd.N--;E is oxygen, sulfur or --NR.sup.7 --.R.sup.7 is hydrogen; C.sub.1 -C.sub.6 -alkyl; C.sub.2 -C.sub.6 -alkenyl; C.sub.2 -C.sub.6 -alkanoyl; substituted or unsubstituted benzoyl; benzyl; or substituted or unsubstituted phenyl;X is halogen; C.sub.1 -C.sub.6 -alkyl; substituted or unsubstituted C.sub.3 -C.sub.6 -cycloalkyl; C.sub.2 -C.sub.6 -alkenyl; C.sub.2 -C.sub.6 -alkynyl; C.sub.1 -C.sub.6 -alkoxy; C.sub.2 -C.sub.6 -alkenyloxy; C.sub.1 -C.sub.6 -alkylthio; C.sub.1 -C.sub.Type: GrantFiled: June 15, 1993Date of Patent: February 14, 1995Assignee: BASF AktiengesellschaftInventors: Juergen Kast, Dieter Kolassa, Norbert Meyer, Bruno Wuerzer, Karl-Otto Westphalen, Wilhelm Rademacher, Johann Jung
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Patent number: 5380350Abstract: The present invention provides methods of making hygroscopic pesticidal salt formulations in the form of dispersible granules.Type: GrantFiled: October 30, 1992Date of Patent: January 10, 1995Assignee: BASF CorporationInventor: Ken Fersch
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Patent number: 5321002Abstract: Herbicidal compounds, compositions containing them, and a method for controlling weeds by application of the compositions are disclosed. The herbicidal compounds are 2-(1-aryl-4-cyano-5-pyrazolylmethyleneiminooxy)alkanoic acid derivatives of the structure: ##STR1## in which R is lower alkyl, lower alkenyl, or lower alkynyl, each optionally substituted with halogen, or CH(R.sup.1)--C(O)--Y--R.sup.2 ; R.sup.1 is hydrogen or lower alkyl; R.sup.2 is one of a variety of substituents; Y is O or NH; Z is lower alkyl or lower alkoxy; and Ar is 3-chloro-5-trifluoromethyl-2-pyridyl, 2,6-dichloro-4-trifluoromethylphenyl, or 2,4,6-trichlorophenyl.Type: GrantFiled: August 11, 1993Date of Patent: June 14, 1994Assignee: FMC CorporationInventor: Lester L. Maravetz
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Patent number: 5258357Abstract: Carboxamides of the formulae Ia to Ic ##STR1## where X is oxygen or sulfur;R.sup.1 is hydrogen or substituted or unsubstituted cycloalkyl or alkyl;R.sup.2 is hydroxy, alkoxy, cyanoalkyl, substituted or unsubstituted alkenyl, alkynyl, phenyl or naphthyl, a substituted or unsubstituted 5- to 6-membered heterocyclic structure or one of the groups stated for R.sup.1, orR.sup.1 and R.sup.2 together are a 4- to 7-membered chain which contains, in addition to methylene groups, one of the following groups as ring member: oxygen, sulfur, N-methyl or carbonyl;R.sup.3 and R.sup.4 are each nitro, cyano, halogen, substituted or unsubstituted amino, alkoxy, alkylthio, a substituted or unsubstituted 5- to 6 -membered heterocyclic structure, substituted or unsubstituted alkenyl, alkynyl, phenyl, phenoxy or phenylthio, or one of the groups stated for R.sup.1 ;R.sup.5 is formyl, 4,5-dihydrooxazol-2-yl or COYR.sup.6 (Y=O,S);R.sup.Type: GrantFiled: September 21, 1992Date of Patent: November 2, 1993Assignee: BASF AktiengesellschaftInventors: Peter Muenster, Gerd Steiner, Wolfgang Freund, 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: 5252540Abstract: Sulfonamides of the formula I ##STR1## where A is an unsubstituted or substituted aromatic or heteroaromatic radical; W is oxygen or sulfur; B is an unsubstituted or substituted furyl, thienyl, pyrrolyl, oxazolyl, isothiazolyl, imidazolyl, pyrazolyl, thiadiazolyl, oxadiazolyl or triazolyl radical, and the environmentally compatible salts thereof are prepared as described and are used as herbicides.Type: GrantFiled: September 16, 1991Date of Patent: October 12, 1993Assignee: BASF AktiengesellschaftInventors: Elisabeth Heistracher, Klaus Fischer, Horst Mayer, Thomas Saupe, Gerhard Hamprecht, Klaus Ditrich, Thomas Kuekenhoehner, Matthias Gerber, Helmut Walter, Karl-Otto Westphalen
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Patent number: 5250503Abstract: Monoclinic 2-chloro-(2',6'-dimethyl-N-pyrazol-1-ylmethyl)-actanilide of the formula ##STR1## which melts at 76.degree. C. Processes for its preparation and herbicides.Type: GrantFiled: July 24, 1992Date of Patent: October 5, 1993Assignee: BASF AktiengesellschaftInventors: Michael Keil, Bjoern Girgensohn, Gotthard Synnatschke, August Wigger, Hans Ziegler, Walter Gueckel
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Patent number: 5250504Abstract: This application discloses herbicidal .beta.-pyrazolylacrylic acids, compositions containing them, methods of preparing them, and methods for controlling undesired plant growth by preemergent or postemergent application of the herbicidal compositions to the locus where control is desired. The herbicidal compounds have the formula ##STR1## in which X is chlorine or fluorine, X.sup.1 is hydrogen, chlorine, or fluorine, X.sup.2 is chlorine, fluorine, trifluoromethyl, or ethoxy, and X.sup.3 is hydrogen, chlorine, or fluorine; M is --CH--, --CF--, or --CCl--; and R.sup.1 is --CH.dbd.C(--R.sup.2)--C(.dbd.O)--Z--[S(O).sub.2 ].sub.n --R.sup.3 in which R.sup.2 is hydrogen or methyl; R.sup.3 is hydrogen, lower alkyl, or phenylmethyl optionally substituted with one or more of chlorine, bromine, fluorine, or methyl; Z is --O--, --S-- or --NR.sup.4 ; and n is 0 or 1; provided that when Z is --O-- or --S--, n is 0.Type: GrantFiled: January 29, 1993Date of Patent: October 5, 1993Assignee: FMC CorporationInventor: Lester L. Maravetz
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Patent number: 5228898Abstract: This invention relates to substituted bicycloheptadione derivatives with high herbicidal activity which are represented by general formula (I) ##STR1## (where R.sup.1 is a lower alkyl group, a phenyl group which may be substituted, an aralkyl group which may be substituted, or a heterocyclic group which may be substituted;R.sup.2 is, same or different, a halogen, an alkoxy group, an alkylthio group, an alkylsulfonyl group, an alkyl group, an alkoxyalkyl group, or an alkoxylcarbonyl group, and n is 0 to 4;R.sup.3 and R.sup.4 are, same or different, hydrogen or a lower alkyl group).Type: GrantFiled: February 3, 1992Date of Patent: July 20, 1993Assignee: Nippon Soda Co., Ltd.Inventors: Akiyoshi Ueda, Shigemi Suga, Hiroyuki Adachi, Toshio Aihara, Kazuyuki Tomida, Hideki Yamagishi, Hideo Hosaka
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Patent number: 5217523Abstract: Pyrazole-3-carboxamides of the general formula I ##STR1## where the substituents have the following meaning: R.sup.1 hydrogen;substituted or unsubstituted C.sub.3 -C.sub.8 -cycloalkyl or C.sub.1 C.sub.6 -alkyl;R.sup.2 hydroxy; amino; C.sub.1 -C.sub.4 -alkylamino; di-C.sub.1 -C.sub.4 -alkylamino, aminocarbonyl-C.sub.1 -C.sub.6 -alkyl; substituted or unsubstituted C.sub.1 -C.sub.4 -alkoxy, C.sub.3 -C.sub.6 -alkenyl, C.sub.3 -C.sub.6 -alkynyl, phenyl or naphthyl,a substituted or unsubstituted 5- to 6-membered heterocyclic ring;one of the groups mentioned for R.sup.1 orR.sup.1 and R.sup.2 together denote a 4- to 7-membered chain which may contain, in addition to methylene groups one of the following groups as ring member: oxygen, sulfur N-methyl or carbonyl;R.sup.3 a substituted or unsubstituted 5- to 6-membered heterocyclic ring.substituted or unsubstituted C.sub.3 -C.sub.6 -alkenyl, C.sub.3 -C.sub.6 alkynyl, 5,6,7,8-tetrahydronaphthyl or phenyl orone of the groups mentioned for R.sup.1 ;R.sup.Type: GrantFiled: May 4, 1992Date of Patent: June 8, 1993Assignee: BASF AktiengesellschaftInventors: Klaus Ditrich, Gerhard Hamprecht, Peter Plath, Bruno Wuerzer, Karl-Otto Westphalen
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Patent number: 5207816Abstract: Cyclohexenone derivatives of the formula ##STR1## where R.sup.1 is alkyl, R.sup.2 is alkyl, unsubstituted or halogen-substituted alkenyl or alkynyl, X is a substituted or unsubstituted five-membered heteroaromatic radical, and Z is hydrogen, methoxycarbonyl, ethoxycarbonyl, methyl or cyano, processes for their manufacture, and the use of these compounds for controlling undesirable plant growth.Type: GrantFiled: June 6, 1991Date of Patent: May 4, 1993Assignee: BASF AktiengesellschaftInventors: Rainer Becker, Dieter Jahn, Michael Keil, Hans Theobald, Wolfgang Spiegler, Bruno Wuerzer
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Patent number: 5198014Abstract: This application discloses hebricidal B-pyrazolylacrylic acids, compositions containing them, methods of preparing them, and methods for controlling undesired plant growth by preemergent or postemergent application of the herbicidal compositions to the locus where control is desired. The herbicidal compounds have the formula ##STR1## in which the radicals are defined in the claims.Type: GrantFiled: November 20, 1991Date of Patent: March 30, 1993Assignee: FMC CorporationInventor: Lester L. Maravetz
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Patent number: 5186737Abstract: Insecticidal, acaricidal, herbicidal and antimycotic 3-aryl-pyrrolidine-2,4-diones of the formula ##STR1## in which X represents alkyl, halogen or alkoxy,Y represents hydrogen, alkyl, halogen, alkoxy or halogenoalkyl,Z represents alkyl, halogen or alkoxy,n represents a number from 0-3,R represents hydrogen or represents the groups --CO--R.sup.1 or --CO--O--R.sup.2,in whichR.sup.1 represents alkyl, alkenyl, alkoxyalkyl, alkylthioalkyl, polyalkoxyalkyl or cycloalkyl which can be interrupted by hetero atoms, each of which radicals is optionally substituted by halogen, or represents optionally substituted phenyl, optionally substituted phenylalkyl, substituted hetaryl, substituted phenoxyalkyl or substituted hetaryloxyalkyl, or represents optionally substituted phenyl, optionally substituted phenylalkyl, substituted hetaryl, substituted phenoxyalkyl and substituted hetaryloxyalkyl, andR.sup.Type: GrantFiled: April 1, 1991Date of Patent: February 16, 1993Assignee: Bayer AktiengesellschaftInventors: Reiner Fischer, Bernd Baasner, Hermann Hageman, Andreas Krebs, Albrecht Marhold, Hans-Joachim Santel, Robert R. Schmidt, Klaus Lurssen, Benedikt Becker, Klaus Schaller, Harry Strang