Patents by Inventor Rudolph C. Thummel
Rudolph C. Thummel 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).
-
Patent number: 4904778Abstract: The invention relates to ureas having a herbicidal and plant growth-regulating action of the formula ##STR1## in which R.sup.1 and R.sup.2 each represent, independently of the other, hydrogen, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkoxy-(C.sub.1 -C.sub.4)-alkyl, nitro or cyano, andR.sup.3 and R.sup.4 each represents, independently of the other, hydrogen, halogen, cyano, OH, SH, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -haloalkylthio, amino, mono-C.sub.1 -C.sub.4 -alkylamino, di-C.sub.1 -C.sub.4 -alkylamino, C.sub.1 -C.sub.4 -alkoxycarbonyl or C.sub.1 -C.sub.4 -alkoxy-(C.sub.1 -C.sub.4)-alkyl,processes and intermediates for the preparation thereof, and herbicidal and plant growth-regulating compositions containing a compound of the formula I.Type: GrantFiled: October 24, 1988Date of Patent: February 27, 1990Assignee: Ciba-Geigy Corp.Inventors: Hermann Rempfler, Erich Stamm, Rudolph C. Thummel
-
Patent number: 4802909Abstract: The invention relates to ureas having a herbicidal and plant growth-regulating action of the formula ##STR1## in which R.sup.1 and R.sup.2 each represents, independently of the other, hydrogen, halogen, C.sub.1 -C.sub.6 -alkyl C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkoxy-(C.sub.1 -C.sub.4)-alkyl, nitro or cyano, andR.sup.3 and R.sup.4 each represents, independently of the other, hydrogen, halogen, cyano, OH, SH, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -haloalkylthio, amino, mono-C.sub.1 -C.sub.4 -alkylamino, di-C.sub.1 -C.sub.4 -alkylamino, C.sub.1 -C.sub.4 -alkoxycarbonyl or C.sub.1 -C.sub.4 -alkoxy-(C.sub.1 -C.sub.4)-alkyl,processes and intermediates for the preparation thereof, and herbicidal and plant growth-regulating compositions containing a compound of the formula I.Type: GrantFiled: October 9, 1987Date of Patent: February 7, 1989Assignee: Ciba-Geigy CorporationInventors: Hermann Rempfler, Erich Stamm, Rudolph C. Thummel
-
Patent number: 4770689Abstract: A method for controlling weeds preferably in the crops of useful plants by using a 1-methyl-1H-imidazole-5-carboxylic acid derivative; herbicidal compositions containing the same; 1-methyl-1H-imidazole-5-carboxylic acid derivatives.Type: GrantFiled: December 19, 1986Date of Patent: September 13, 1988Assignee: Janssen Pharmaceutica N.V.Inventors: Jozef F. E. Van Gestel, William R. Lutz, Guy R. E. Van Lommen, Hanspeter Fischer, Marc F. J. Schroven, Rudolph C. Thummel
-
Patent number: 4741760Abstract: N-Pyrimidin-4-yl-N'-sulfonylureas of the formula I and the basic addition salts thereof have herbicidal properties and properties for regulating, especially inhibiting, plant growth: ##STR1## the symbols in this formula having the following meanings: Q is halogen, lower alkyl, lower haloalkyl, lower alkoxy, lower haloalkoxy, nitro, amino, lower alkyl or dialkylamino, lower alkoxycarbonyl, formyl, lower alkoxyalkyl, lower alkoxyalkoxy, lower alkylthio, lower alkylsulfinyl or alkylsulfonyl, C.sub.1 -C.sub.4 -alkenyl or C.sub.1 -C.sub.4 -alkynyl,R.sub.1 is hydrogen, halogen, nitro, a ketal radical, a carbonyl radical substituted by allyl, haloalkyl, alkoxy or cycloalkyl, or is an oxime radical, a lower alkoxy, lower alkylthio, lower alkyl, lower alkylsulfinyl or sulfonyl group,R.sub.2 and R.sub.Type: GrantFiled: December 5, 1986Date of Patent: May 3, 1988Assignee: Ciba-Geigy CorporationInventors: Willy Meyer, Karl Hoegerle, Rudolph C. Thummel, Hans Tobler, Beat Bohner
-
Patent number: 4664695Abstract: N-Phenylsulfonyl-N'-pyrimidinylureas of the general formula I ##STR1## and the salts of these compounds with amines, alkali metal bases or alkaline earth metal bases or with quaternary ammonium bases, have good selective herbicidal and growth regulating properties when applied pre- and postemergence.The symbols in formula I have the following meanings:R.sub.1 is hydrogen, halogen, nitro, cyano, or an alkyl, alkoxy, alkylthio, alkylsulfonyl, alkylcarbonyl, alkylcarbamoyl or alkoxycarbonyl group, each unsubstituted or substituted by halogen or alkoxy,R.sub.2 is hydrogen, halogen, alkyl, or an alkyl, alkoxy or alkylthio group, each unsubstituted or substituted by halogen or alkoxy,R.sub.3 is alkyl, haloalkyl, alkoxy or haloalkoxy,R.sub.4 is hydrogen, halogen, R.sub.3, alkylamino or dialkylamino,R.sub.Type: GrantFiled: March 29, 1985Date of Patent: May 12, 1987Assignee: Ciba-Geigy CorporationInventors: Rolf Schurter, Rudolph C. Thummel, Werner Topfl, Willy Meyer, Dieter Durr
-
Patent number: 4632695Abstract: N-Phenylsulfonyl-N'-triazinylureas of the general formula I ##STR1## and the salts of these compounds with amines, alkali metal bases or alkaline earth metal bases or with quaternary ammonium bases, have good selective herbicidal and growth regulating properties when applied pre- and postemergence. The symbols in formula I have the following meanings:R.sub.1 is hydrogen, halogen, nitro, cyano, or an alkyl, alkoxy, alkylthio, alkylsulfonyl, alkylcarbonyl, alkylcarbamoyl or alkoxycarbonyl group, each unsubstituted or substituted by halogen or alkoxy,R.sub.2 is hydrogen, halogen, alkyl, or an alkyl, alkoxy or alkylthio group, each unsubstituted or substituted by halogen or alkoxy,R.sub.3 is alkyl, haloalkyl, alkoxy or haloalkoxy,R.sub.4 is hydrogen, halogen, R.sub.3, alkylamino or dialkylamino,R.sub.Type: GrantFiled: December 6, 1985Date of Patent: December 30, 1986Assignee: Ciba-Geigy CorporationInventors: Rolf Schurter, Rudolph C. Thummel, Werner Topfl, Willy Meyer, Dieter Durr
-
Patent number: 4629490Abstract: The invention relates to N-phosphonomethylglycylhydroxamic acid of the formula I ##STR1## or of the tautomeric formula Ia ##STR2## and salts thereof with strong acids, organic nitrogen bases, alkali metal or alkaline earth metal ions, as well as complex salts with aluminium or heavy metal compounds. These compounds have herbicidal and plant growth-regulating properties.Type: GrantFiled: October 24, 1984Date of Patent: December 16, 1986Assignee: Ciba-Geigy CorporationInventors: Rudolph C. Thummel, Hanspeter Fischer, Ludwig Maier
-
Patent number: 4589912Abstract: The invention relates to N-azidophenylsulfonyl-N'-pyrimidinyl- and -N'-triazinylureas of the general formula ##STR1## wherein E is nitrogen or the methine bridge,R.sub.1 is hydrogen, halogen, nitro, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 alkoxycarbonyl, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 alkylsulfinyl, C.sub.1 -C.sub.4 alkylsulfonyl or C.sub.2 -C.sub.5 alkoxyalkoxy,R.sub.2 is C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkoxy or C.sub.1 -C.sub.3 haloalkoxy,R.sub.3 is hydrogen, halogen, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 haloalkyl, C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.3 haloalkoxy, C.sub.2 -C.sub.5 alkoxyalkoxy or --NR.sub.4 R.sub.5, whereinR.sub.4 is hydrogen or methyl andR.sub.5 is hydrogen, methyl, ethyl or methoxyand to the salts thereof with amines, alkali metal hydroxides and alkaline earth metal hydroxides or with quaternary ammonium bases.Type: GrantFiled: August 7, 1985Date of Patent: May 20, 1986Assignee: Ciba-Geigy CorporationInventors: Rudolph C. Thummel, Werner Fory
-
Patent number: 4555262Abstract: The invention relates to N-azidophenylsulfonyl-N'-pyrimidinyl- and -N'-triazinylureas of the general formula ##STR1## wherein E is nitrogen or the methine bridge,R.sub.1 is hydrogen, halogen, nitro, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 alkoxycarbonyl, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 alkylsulfinyl, C.sub.1 -C.sub.4 alkylsulfonyl or C.sub.2 -C.sub.5 alkoxyalkoxy,R.sub.2 is C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkoxy or C.sub.1 -C.sub.3 haloalkoxy,R.sub.3 is hydrogen, halogen, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 haloalkyl, C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.3 haloalkoxy, C.sub.2 -C.sub.5 alkoxyalkoxy or --NR.sub.4 R.sub.5, whereinR.sub.4 is hydrogen or methyl andR.sub.5 is hydrogen, methyl, ethyl or methoxyand to the salts thereof with amines, alkali metal hydroxides and alkaline earth metal hydroxides or with quaternary ammonium bases.Type: GrantFiled: August 22, 1983Date of Patent: November 26, 1985Assignee: Ciba-Geigy CorporationInventors: Rudolph C. Thummel, Werner Fory
-
Patent number: 4508731Abstract: Compounds of the formula ##STR1## in which Ar is 2-alkyl-, -alkoxy- or -halo-methyl-phenyl or .alpha.-naphthyl, each of which is further substituted,R.sub.1 is 2-furyl, 2-tetrahydrofuryl, alkenyl, cyclopropyl, .beta.-alkoxyethyl, hydroxymethyl, triazolylmethyl, imidazolylmethyl, pyrazolylmethyl, alkylsulfinyl, alkylsulfonyl, alkoxy, alkenyloxy, alkynyloxy, alkylthio, alkenylthio, alkynylthio, alkylsulfinyloxy, dialkylaminosulfinyloxy, phosphoric or thiophosphoric esters or amides, or alkylcarbonyloxy, andR.sub.9 is hydrogen or methyl,are microbicidally, in particular fungicidally active. The preferred compounds are those in which Ar is 2-methylphenyl, 2-methoxyphenyl, 2-chlorophenyl or .alpha.-naphthyl, each of which is further substituted by azido, and R.sub.9 is hydrogen.Type: GrantFiled: February 13, 1984Date of Patent: April 2, 1985Assignee: Ciba Geigy CorporationInventors: Peter Riebli, Hanspeter Fischer, Rudolph C. Thummel, Adolf Hubele
-
Patent number: 4448773Abstract: Compounds of the formula ##STR1## in which Ar is 2-alkyl-, -alkoxy- or -halo-methyl-phenyl or .alpha.-naphthyl, each of which is further substituted,R.sub.1 is 2-furyl, 2-tetrahydrofuryl, alkenyl, cyclopropyl, .beta.-alkoxyethyl, hydroxymethyl, triazolylmethyl, imidazolylmethyl, pyrazolylmethyl, alkylsulfinyl, alkylsulfonyl, alkoxy, alkenyloxy, alkynyloxy, alkylthio, alkenylthio, alkynylthio, alkylsulfinyloxy, dialkylaminosulfinyloxy, phosphoric or thiophosphoric esters or amides, or alkylcarbonyloxy,R.sub.7 is hydrogen or optionally-substituted methyl or ethyl, andR.sub.8 is alkyl optionally substituted by alkoxy,are microbicidally, in particular fungicidally, active. Preferred compounds are those in which Ar is 2-methylphenyl, 2-methoxyphenyl, 2-chlorophenyl or .alpha.-naphthyl, each of which is further substituted by azido, and each of R.sub.7 and R.sub.8 is methyl.Type: GrantFiled: April 22, 1982Date of Patent: May 15, 1984Assignee: Ciba-Geigy CorporationInventors: Peter Riebli, Hanspeter Fischer, Rudolph C. Thummel, Adolf Hubele
-
Patent number: 4414158Abstract: The invention relates to N-phosphonomethylglycylhydroxamic acid of the formula I ##STR1## or of the tautomeric formula Ia ##STR2## and salts thereof with strong acids, organic nitrogen bases, alkali metal or alkaline earth metal ions, as well as complex salts with aluminium or heavy metal compounds. These compounds have herbicidal and plant growth-regulating properties.Type: GrantFiled: April 20, 1981Date of Patent: November 8, 1983Assignee: Ciba-Geigy CorporationInventors: Rudolph C. Thummel, Hanspeter Fischer, Ludwig Maier
-
Patent number: 4335118Abstract: Phenylacetates of the formula ##STR1## wherein R.sub.1 is isopropyl or cyclopropyl, R.sub.2 is hydrogen, cyano, ethynyl, prop-1-ynyl or --CSNH.sub.2, and X.sub.1 is hydrogen, methyl, fluorine or chlorine, a process for their production and method of use thereof in pest control.Type: GrantFiled: October 9, 1980Date of Patent: June 15, 1982Assignee: Ciba-Geigy CorporationInventors: Hanspeter Fischer, Rudolph C. Thummel, Rudolf Wehrli
-
Patent number: 4055572Abstract: A process for the production of 3-hydroxy-1,2,4-triazole derivatives of formula I ##STR1## wherein R.sub.1 and R.sub.2 each represent a straight-chain or branched-chain alkyl group having 1 to 6 carbon atoms, or a cycloalkyl group having 3 to 6 carbon atoms, andX represents oxygen or sulphur,Which process comprises adding to a 1-alkyl-1-cyanohydrazine of formula II ##STR2## wherein R.sub.1 has the meaning given under formula I, a compound of formula IIIr.sub.2 -- xh (iii)wherein R.sub.2 and X have the meanings given under formula I;and subsequently cyclising the addition product by reaction with a compound of formula IV ##STR3## wherein R.sub.3 and R.sub.4 independently of one another represent chlorine or an alkoxy group having 1 to 4 carbon atoms.The 3-hydroxy-1,2,4-triazole derivatives are valuable intermediates for producing phosphoric acid esters which can be used as pesticidal agents, particularly as insecticides and nematicides.Type: GrantFiled: July 20, 1976Date of Patent: October 25, 1977Assignee: Ciba-Geigy CorporationInventors: Dag Dawes, Rudolph C. Thummel