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: 4904778
    Abstract: 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: Grant
    Filed: October 24, 1988
    Date of Patent: February 27, 1990
    Assignee: Ciba-Geigy Corp.
    Inventors: Hermann Rempfler, Erich Stamm, Rudolph C. Thummel
  • Patent number: 4802909
    Abstract: 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: Grant
    Filed: October 9, 1987
    Date of Patent: February 7, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Hermann Rempfler, Erich Stamm, Rudolph C. Thummel
  • Patent number: 4770689
    Abstract: 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: Grant
    Filed: December 19, 1986
    Date of Patent: September 13, 1988
    Assignee: 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: 4741760
    Abstract: 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: Grant
    Filed: December 5, 1986
    Date of Patent: May 3, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Willy Meyer, Karl Hoegerle, Rudolph C. Thummel, Hans Tobler, Beat Bohner
  • Patent number: 4664695
    Abstract: 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: Grant
    Filed: March 29, 1985
    Date of Patent: May 12, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Rolf Schurter, Rudolph C. Thummel, Werner Topfl, Willy Meyer, Dieter Durr
  • Patent number: 4632695
    Abstract: 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: Grant
    Filed: December 6, 1985
    Date of Patent: December 30, 1986
    Assignee: Ciba-Geigy Corporation
    Inventors: Rolf Schurter, Rudolph C. Thummel, Werner Topfl, Willy Meyer, Dieter Durr
  • Patent number: 4629490
    Abstract: 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: Grant
    Filed: October 24, 1984
    Date of Patent: December 16, 1986
    Assignee: Ciba-Geigy Corporation
    Inventors: Rudolph C. Thummel, Hanspeter Fischer, Ludwig Maier
  • Patent number: 4589912
    Abstract: 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: Grant
    Filed: August 7, 1985
    Date of Patent: May 20, 1986
    Assignee: Ciba-Geigy Corporation
    Inventors: Rudolph C. Thummel, Werner Fory
  • Patent number: 4555262
    Abstract: 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: Grant
    Filed: August 22, 1983
    Date of Patent: November 26, 1985
    Assignee: Ciba-Geigy Corporation
    Inventors: Rudolph C. Thummel, Werner Fory
  • Patent number: 4508731
    Abstract: 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: Grant
    Filed: February 13, 1984
    Date of Patent: April 2, 1985
    Assignee: Ciba Geigy Corporation
    Inventors: Peter Riebli, Hanspeter Fischer, Rudolph C. Thummel, Adolf Hubele
  • Patent number: 4448773
    Abstract: 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: Grant
    Filed: April 22, 1982
    Date of Patent: May 15, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Riebli, Hanspeter Fischer, Rudolph C. Thummel, Adolf Hubele
  • Patent number: 4414158
    Abstract: 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: Grant
    Filed: April 20, 1981
    Date of Patent: November 8, 1983
    Assignee: Ciba-Geigy Corporation
    Inventors: Rudolph C. Thummel, Hanspeter Fischer, Ludwig Maier
  • Patent number: 4335118
    Abstract: 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: Grant
    Filed: October 9, 1980
    Date of Patent: June 15, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Hanspeter Fischer, Rudolph C. Thummel, Rudolf Wehrli
  • Patent number: 4055572
    Abstract: 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: Grant
    Filed: July 20, 1976
    Date of Patent: October 25, 1977
    Assignee: Ciba-Geigy Corporation
    Inventors: Dag Dawes, Rudolph C. Thummel