Patents by Inventor Hellmut Hoffmann
Hellmut Hoffmann has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).
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Patent number: 4678777Abstract: An arthropodicidal composition comprising an arthropodicidally effective amount of an arthropodicidally active compound and a synergistically effective amount of at least one compound of the formula ##STR1## in which A is amino, alkylamino, dialkylamino or N-alkyl-N-arylamino, or an optionally substituted alkyl, alkenyl, alkoxy, alkenyloxy, alkylthio, aralkyl, aralkoxy, phenyl, phenoxy or phenylthio radical,R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7 and R.sup.8 each independently is hydrogen, or an optionally halogen-substituted alkyl, alkenyl, alkoxyalkyl or alkylthioalkyl radical, or is halogen, nitro or dialkylaminoalkyl, or is optionally substituted phenyl or benzyl, or two of the radicals R.sup.1 to R.sup.8, together with the carbon atom or atoms to which they are bonded form an optionally substituted monocyclic or bicyclic ring andn and m each independently is 0 or 1.Type: GrantFiled: August 6, 1985Date of Patent: July 7, 1987Assignee: Bayer AktiengesellschaftInventors: Bernd-Wieland Kruger, Hellmut Hoffmann, Ernst Roos, Wolfgang Behrenz
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Patent number: 4609646Abstract: In a synergistic pesticidal composition comprising (1) a pesticidally active compound and (2) a synergizing agent in amount sufficient to synergize the pesticidal activity of the pesticidally active compound, the improvement which comprises employing as the syngerizing agent a 2-(thi)oxo-1,3,2-oxazaphospholane of the formula ##STR1## in which X represents oxygen or sulphur,R represents an optionally substituted alkyl, alkenyl, alkynyl, phenyl, alkoxy, alkenoxy, alkynoxy, alkylthio, aralkoxy, amino, mono- or di-alkylamino, heterocyclic amino, N-alky-N-aryl-amino, phenoxy or phenylthio radical,R.sup.1 represents hydrogen, optionally subsituted alkyl, aralkyl, alkenyl, alkynyl or dialkylaminoalkyl,R.sup.2 represents hydrogen, alkylthioalkyl; or optionally substituted alkyl or aralkyl, or R.sup.1 and R.sup.2 together represent alkylene,R.sup.3 represents hydrogen or alkyl andR.sup.4 represents hydrogen, alkyl, or phenyl.Type: GrantFiled: February 17, 1984Date of Patent: September 2, 1986Assignee: Bayer AktiengesellschaftInventors: Hellmut Hoffmann, Bernd-Wieland Kruger, Wolfgang Behrenz
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Patent number: 4489013Abstract: A process for the preparation of an .alpha.-oxo-.alpha.-(3-alkoxycarbonyl-2,2-dimethyl-cycloprop-1-yl)-methane -phosphonic acid ester of the formula ##STR1## in which R is alkyl or a radical customary in the alcohol component of pyrethroids, andR.sup.1 is alkyl or phenyl, or the two radicals R.sup.1 together are alkanediyl,comprising reacting .beta.,.beta.-dimethyl-acrylic acid chloride of the formula ##STR2## with a phosphorous acid ester of the formulaR.sup.4 O--P(OR.sup.1).sub.2in whichR.sup.4 is alkyl,at a temperature between about 0.degree. and 100.degree. C., to produce the novel compound 1-oxo-3-methyl-2-butene-phosphonic acid of the formula ##STR3## which is then reacted with a sulphuranylidene-acetic acid ester of the formula ##STR4## in which R.sup.2 and R.sup.3 each independently is alkyl or together are alkanediyl,at a temperature between about 0.degree. and 100.degree. C.Type: GrantFiled: October 7, 1983Date of Patent: December 18, 1984Assignee: Bayer AktiengesellschaftInventor: Hellmut Hoffmann
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Patent number: 4473558Abstract: In a synergistic pesticidal composition comprising (1) a pesticidally active compound and (2) a synergizing agent in amount sufficient to synergize the pesticidal activity of the pesticidally active compound, the improvement which comprises employing as the synergizing agent a 2-(thi)oxo-1,3,2-oxazaphospholane of the formula ##STR1## in which X represents oxygen or sulphur,R represents an optionally substituted alkyl, alkenyl, alkynyl, phenyl, alkoxy, alkenoxy, alkynoxy, alkylthio, aralkoxy, amino, mono- or di-alkylamino, heterocyclic amino, N-alkyl-N-aryl-amino, phenoxy or phenylthio radical,R.sup.1 represents hydrogen, optionally substituted alkyl, aralkyl, alkenyl, alkynyl or dialkylaminoalkyl,R.sup.2 represents hydrogen, alkylthioalkyl, or optionally substituted alkyl or aralkyl, or R.sup.1 and R.sup.2 together represent alkylene,R.sup.3 represents hydrogen or alkyl andR.sup.4 represents hydrogen, alkyl, or phenyl.Type: GrantFiled: July 26, 1982Date of Patent: September 25, 1984Assignee: Bayer AktiengesellschaftInventors: Hellmut Hoffmann, Bernd-Wieland Kruger, Wolfgang Behrenz
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Patent number: 4420435Abstract: Styryl-cyclopropane derivatives of the formula ##STR1## in which R.sup.9 represents independently of one another when n=2, halogen, cyano, nitro, or an optionally halogen-substituted alkyl, alkoxy, alkylthio or alkylenedioxy radical,n represents zero, 1, 2, 3, 4 or 5,R.sup.10 represents hydrogen or halogen, and,Y represents acetyl, cyano or carbamoyl, are produced by reacting a benzylphosphonic acid ester of the formula ##STR2## in which R.sup.4 each independently represents alkyl or phenyl or together represent alkylene,with a formylcyclopropane derivative of the formula ##STR3## or by reacting an .alpha.-hydroxyphosphonic acid ester of the formula ##STR4## with an olefinating agent of the formula ##STR5## in which Z' represents a phosphorus-containing radical ##STR6## or --P(R.sup.7).sub.3.sup..sym. X.sup..crclbar. whereinR.sup.5 and R.sup.6 are identical or different and individually represent alkyl, phenyl, alkoxy or phenoxy or R.sup.5 and R.sup.6 together represent alkanedioxy,R.sup.Type: GrantFiled: June 22, 1982Date of Patent: December 13, 1983Assignee: Bayer AktiengesellschaftInventors: Hellmut Hoffmann, Fritz Maurer, Uwe Priesnitz, Hans-Jochem Riebel
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Patent number: 4387060Abstract: In a synergistic pesticidal composition comprising (1) a pesticidally active compound and (2) a synergizing agent in amount sufficient to synergize the pesticidal activity of the pesticidally active compound, the improvement which comprises employing as the synergizing agent a 2-(thi)oxo-1,3,2-oxazaphospholane of the formula ##STR1## in which X represents oxygen or sulphur,R represents an optionally substituted alkyl, alkenyl, alkynyl, phenyl, alkoxy, alkenoxy, alkynoxy, alkylthio, aralkoxy, amino, mono- or di-alkylamino, heterocyclic amino, N-alkyl-N-aryl-amino, phenoxy or phenylthio radical,R.sup.1 represents hydrogen, optionally substituted alkyl, aralkyl, alkenyl, alkynyl or dialkylaminoalkyl,R.sup.2 represents hydrogen, alkylthioalkyl, or optionally substituted alkyl or aralkyl, or R.sup.1 and R.sup.2 together represent alkylene,R.sup.3 represents hydrogen or alkyl andR.sup.4 represents hydrogen, alkyl, or phenyl.Type: GrantFiled: November 3, 1980Date of Patent: June 7, 1983Assignee: Bayer AktiengesellschaftInventors: Hellmut Hoffmann, Bernd-Wieland Kruger, Wolfgang Behrenz
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Patent number: 4358409Abstract: Styryl-cyclopropane derivatives of the formula ##STR1## in which R.sup.9 represents independently of one another when n=2, halogen, cyano, nitro, or an optionally halogen-substituted alkyl, alkoxy, alkylthio or alkylenedioxy radical,n represents zero, 1, 2, 3, 4 or 5,R.sup.10 represents hydrogen or halogenandY represents acetyl, cyano or carbamoyl, are produced by reacting a benzylphosphonic acid ester of the formula ##STR2## in which R.sup.4 each independently represents alkyl or phenyl or together represent alkylene, with a formylcyclopropane derivative of the formula ##STR3## or by reacting an .alpha.-hydroxyphosphonic acid ester of the formula ##STR4## with an olefinating agent of the formula ##STR5## in which Z' represents a phosphorus-containing radical ##STR6## wherein R.sup.5 and R.sup.6 are identical or different and individually represent alkyl, phenyl, alkoxy or pehnoxy or R.sup.5 and R.sup.6 together represent alkanedioxy,R.sup.Type: GrantFiled: April 16, 1980Date of Patent: November 9, 1982Assignee: Bayer AktiengesellschaftInventors: Hellmut Hoffmann, Fritz Maurer, Uwe Priesnitz, Hans-Jochem Riebel
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Patent number: 4356127Abstract: A process for the preparation of a 3-(2,2-dichlorovinyl)-2,2-dimethyl-cyclopropane-1-carboxylic acid derivative of the formula ##STR1## in which Z is acetyl, cyano, carbamoyl, alkoxycarbonyl or --COOZ.sup.1, andZ.sup.1 is a radical customary in the alcohol part of pyrethroids,comprising reacting an .alpha.-hydroxy-phosphonic acid ester of the formula ##STR2## in which R each independently is alkyl or phenyl, or the two radicals R togehter are alkanediyl,with a dichloromethane derivative of the formula ##STR3## in which R.sup.1 and R.sup.2 each independently is alkyl, phenyl, alkoxy or phenoxy, or together are alkanedioxy,in the presence of a base and at a temperature between about -100.degree. and +100.degree. C.Type: GrantFiled: July 2, 1980Date of Patent: October 26, 1982Assignee: Bayer AktiengesellschaftInventor: Hellmut Hoffmann
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Patent number: 4342704Abstract: A process for the preparation of a 1,1-dichloroalkene of the formula ##STR1## in which R.sup.1 is hydrogen or an optionally substituted alkyl, alkenyl, alkynyl, aralkyl or aryl radical, andR.sup.2 is an optionally substituted alkyl, alkenyl, alkynyl, aralkyl, aralkenyl or aryl radical, or cycloalkyl which is optionally substituted by halogen, alkyl, alkanoyl, carbamoyl, cyano or phenyl, orR.sup.1 and R.sup.2 together form a hydrocarbon chain which is optionally branched and/or optionally contains a fused benzene ring,comprising reacting an aldehyde or ketone of the formula ##STR2## with a dichloromethane-phosphonic acid ester of the formula ##STR3## in which R.sup.3 each independently is alkyl or phenyl or the two radicals R.sup.3 together are alkanediyl,in the presence of a base at a temperature between about -50.degree. and +50.degree. C.Type: GrantFiled: July 2, 1980Date of Patent: August 3, 1982Assignee: Bayer AktiengesellschaftInventors: Hellmut Hoffmann, Fritz Maurer, Uwe Priesnitz, Hans-Jochem Riebel
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Patent number: 4330482Abstract: In the process for the production of a halogenoalkene of the formula ##STR1## in which R.sup.1 is an optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, cycloalkenyl, aralkyl, aralkenyl or aryl radical or an optionally substituted heterocyclic radical,R.sup.2 represents a halogen atom, a cyano group, an optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, aralkenyl, aryl, alkylcarbonyl, arylcarbonyl, alkoxycarbonyl or aminocarbonyl radical or an optionally substituted heterocyclic radical, andX is a halogen atom,in which an .alpha.-hydroxy-phosphonic acid ester of the formula ##STR2## in which R.sup.3 each independently is an alkyl or phenyl radical, or the two radicals R.sup.3 together are an alkanediyl (alkylene) radical,is reacted with a phosphorus-containing olefinating agent of the formula ##STR3## in which Z.sup.1 is the phosphorus-containing radical ##STR4## R.sup.4 and R.sup.5 each independently is an alkyl, phenyl, alkoxy or phenoxy radical or together are an alkanedioxy radical, andR.Type: GrantFiled: December 18, 1980Date of Patent: May 18, 1982Assignee: Bayer AktiengesellschaftInventor: Hellmut Hoffmann
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Patent number: 4317783Abstract: A process for the preparation of an .alpha.-oxo-.alpha.-(3-alkoxycarbonyl-2,2-dimethyl-cycloprop-1-yl)-methane -phosphonic acid ester of the formula ##STR1## in which R is alkyl or a radical customary in the alcohol component of pyrethroids, andR.sup.1 is alkyl or phenyl, or the two radicals R.sup.1 together are alkanediyl,comprising reacting .DELTA., .DELTA.-dimethyl-acrylic acid chloride of the formula ##STR2## with a phosphorous acid ester of the formulaR.sup.4 O-P(OR.sup.1).sub.2in whichR.sup.4 is alkyl,at a temperature between about 0.degree. and 100.degree. C., to produce the novel compound 1-oxo-3-methyl-2-butene-phosphonic acid of the formula ##STR3## which is then reacted with a sulphuranylidene-acetic acid ester of the formula ##STR4## in which R.sup.2 and R.sup.3 each independently is alkyl or together are alkanediyl, at a temperature between about 0.degree. and 100.degree. C.Type: GrantFiled: July 21, 1980Date of Patent: March 2, 1982Assignee: Bayer AktiengesellschaftInventor: Hellmut Hoffmann
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Patent number: 4307033Abstract: 3,3-Dimethyl-cyclopropane-1,1,2-tricarboxylic acid derivatives of the formula ##STR1## in which R is alkyl, andR.sup.1 and R.sup.2 each is alkoxycarbonyl or cyano, with the proviso that at least one of them is cyano,suitable for use as intermediates in making insecticides, are produced by reacting a .beta.,.beta.-dimethyl-acrylic acid nitrile of the formula ##STR2## with bromine or chlorine at a temperature between about -20.degree. and +50.degree. C.Type: GrantFiled: May 27, 1980Date of Patent: December 22, 1981Assignee: Bayer AktiengesellschaftInventors: Hellmut Hoffmann, Fritz Maurer, Uwe Priesnitz, Hans-Jochem Riebel
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Patent number: 4296241Abstract: A process for the preparation of a 3-(2,2-dichlorovinyl)-2,2-dimethyl-cyclopropane-1-carboxylic acid or derivative of the formula ##STR1## in which R is hydrogen, alkali metal, ammonium, an equivalent of an alkaline earth metal, alkyl, or a radical customary in the alcohol part of pyrethroids,comprising reacting a 3-formyl-2,2-dimethyl-cyclopropane-1-carboxylic acid derivative of the formula ##STR2## with a dichloromethane derivative of the formula ##STR3## in which R.sup.1 and R.sup.2 each independently is alkyl, phenyl, alkoxy or phenoxy, or together are alkanediyl or alkanedioxy,in the presence of a base at a temperature between about -50.degree. and +50.degree. C. The products are intermediates for the preparation of esters of pyrethroid-like insecticidal activity.Type: GrantFiled: July 2, 1980Date of Patent: October 20, 1981Assignee: Bayer AktiengesellschaftInventors: Hellmut Hoffmann, Fritz Maurer, Uwe Priesnitz, Hans-Jochem Riebel
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Patent number: 4294762Abstract: A process for the preparation of an insecticidally active compound such as ##STR1## comprising reacting a benzoyl-phosphonic acid ester of the formula ##STR2## with an alkali metal cyanide in aqueous acetic acid to produce the new compound ##STR3## which is reacted with an alkali or alkline earth metal salt of the formula ##STR4##Type: GrantFiled: May 1, 1980Date of Patent: October 13, 1981Assignee: Bayer AktiengesellschaftInventor: Hellmut Hoffmann
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Patent number: 4279920Abstract: 2,2-Dimethyl-3-(2-bromo-2-phenyl-vinyl)-cyclopropanecarboxylic acid 3-phenoxybenzyl ester of the formula ##STR1## which possess arthropodicidal properties. In addition, the new intermediate of the formula ##STR2## is produced by reacting an .alpha.-bromo-benzyl-phosphonic acid ester of the formula ##STR3## in which R.sup.6 each independently is alkyl or phenyl, or the two radicals R.sup.6 together are alkanediyl, with a 3-formyl-2,2-dimethyl-cyclopropanecarboxylic acid ester and saponifying. Also the compounds of the formula ##STR4## which are new when R.sup.1 is not alkyl, are produced by reacting triphenylphosphine and bromine to form dibromo-triphenylphosphorane, and reacting the dibromo-triphenylphosphorane without isolation with an .alpha.Type: GrantFiled: September 10, 1979Date of Patent: July 21, 1981Assignee: Bayer AktiengesellschaftInventors: Rainer Fuchs, Hellmut Hoffmann, Ingeborg Hammann, Bernhard Homeyer, Wilhelm Stendel
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Patent number: 4276225Abstract: A carboxylic acid ester activated in .alpha.-position by a keto, ester or nitrile group, i.e. of the formula ##STR1## where X is COOR.sup.4, COR.sup.5 or CN, and the several R's can have various meanings but only R.sup.1 and R.sup.2 can be hydrogen, is decarbalkoxylated by heating in the presence of a salt, e.g. sodium chloride, and a phosphorus-containing solvent such as a phospholine oxide, phospholane oxide or phosphetane oxide of the formulas ##STR2## wherein a-k and R can have varied definitions. Water is present either at the outset or end of the reaction before product separation. The reaction proceeds smoothly and in good yields.Type: GrantFiled: August 8, 1977Date of Patent: June 30, 1981Assignee: Bayer AktiengesellschaftInventors: Reinhard Lantzsch, Hellmut Hoffmann
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Patent number: 4248866Abstract: N-(O-Ethyl-S-n-propyl-(di)thiophosphoryloxy)-naphthalimides of the formula ##STR1## in which X is oxygen or sulphur, which possess arthropodicidal properties.Type: GrantFiled: August 10, 1979Date of Patent: February 3, 1981Assignee: Bayer AktiengesellschaftInventors: Christa Fest, Hellmut Hoffmann, Ingeborg Hammann, Wilhelm Stendel
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Combating pests with O-ethyl-S-n-propyl-N-alkylamino-methylidene thiolphosphoric acid diester-imides
Patent number: 4237124Abstract: O-Ethyl-S-n-propyl-N-alkylamino-methylidene thiolphosphoric acid diester-imides of the formula ##STR1## in which R is alkyl, which possess arthropodicidal and nematicidal properties.Type: GrantFiled: July 2, 1979Date of Patent: December 2, 1980Assignee: Bayer AktiengesellschaftInventors: Hellmut Hoffmann, Ingeborg Hammann, Bernhard Homeyer -
Patent number: 4229444Abstract: O-alkyl-O-[1,5-disubstituted-1,2,4-triazolyl-(3)]-thiono-phosphoric (phosphonic) acid esters and ester-amides of the formula ##STR1## in which R is alkyl of 1 to 6 carbon atoms,R' is alkyl, alkoxy or alkylamino of 1 to 6 carbon atoms or phenyl,R" is alkyl or cyanoalkyl of 1 to 4 carbon atoms or alkenyl of 3 or 4 carbon atoms,R'" is alkyl or cyanoalkyl with 1 to 6 carbon atoms in the alkyl radical, andX is oxygen or sulfur,which possess insecticidal and acaricidal properties.Type: GrantFiled: May 18, 1978Date of Patent: October 21, 1980Assignee: Bayer AktiengesellschaftInventors: Hellmut Hoffmann, Ingeborg Hammann, Wolfgang Behrenz, Bernhard Homeyer, Wilhelm Stendel
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Patent number: 4195082Abstract: 0-Alkyl-0-trifluoromethylsulphonylphenyl-thiono (thiol)-phosphoric acid esters and ester-amides of the formula ##STR1## in which R and R.sup.1 each independently is alkyl,R.sup.2 is hydrogen, halogen, alkyl or nitro,n is 1, 2, 3 or 4,X is oxygen, sulphur or NR.sup.3, andR.sup.3 is hydrogen or alkyl,which possess arthropodicidal properties.Type: GrantFiled: March 3, 1978Date of Patent: March 25, 1980Assignee: Bayer AktiengesellschaftInventors: Hellmut Hoffmann, Erich Klauke, Ingeborg Hammann