Patents by Inventor Rudolf Kruger

Rudolf Kruger 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: 4358596
    Abstract: A process for the preparation of 1,2,3-thiadiazol-5-yl ureas of the general formula ##STR1## in which a 1,2,3-thiadiazol-5-carbohydroxam acid derivative of the formula ##STR2## is dissolved in an inert organic solvent with an acid halide of the formulaR.sub.4 -X IIIto form an acylated derivative which then reacts with an amine of the formula ##STR3## to form the desired product.
    Type: Grant
    Filed: January 21, 1981
    Date of Patent: November 9, 1982
    Assignee: Schering AG
    Inventor: Hans-Rudolf Kruger
  • Patent number: 4341551
    Abstract: A process for producing compounds of 1,2,3-thiadiazole-5-carboxylic acid is described. These compounds are effective as herbicides, fungicides and plant growth controllers.
    Type: Grant
    Filed: March 5, 1980
    Date of Patent: July 27, 1982
    Assignee: Schering AG
    Inventors: Hans-Rudolf Kruger, Friedrich Arndt, Dietrich Baumert, Reinhart Rusch
  • Patent number: 4340742
    Abstract: A process for making 5-mercapto-1,2,3-triazoles of the formula ##STR1## wherein R.sub.1 is hydrogen or a C.sub.1 -C.sub.4 -alkyl which may also be substituted, the said process comprising(1) as a first step reacting a solution of 1,2,3-thiadiazole-5-carbohydroxamic acid derivative of the formula ##STR2## wherein R.sub.1 has the meaning as above and R.sub.2 is hydrogen or a univalent metal equivalent in an inert organic solvent in the presence of an acid acceptor with a solution in an inert organic solvent of an acid halide of the formulaR.sub.3 --Xso as to form an acylated 1,2,3-thiadiazole-5-carbohydroxamic acid derivative(2) reacting as a solution in an inert organic solvent the carbohydroxamic acid derivative just obtained with an alcohol or phenol of the formulaH--O--R.sub.
    Type: Grant
    Filed: May 19, 1980
    Date of Patent: July 20, 1982
    Assignee: Schering AG
    Inventor: Hans-Rudolf Kruger
  • Patent number: 4314839
    Abstract: 1,2,3-Thiadiazole-5-carboxylic acid amide derivatives of the formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 have the meaning indicated in the specification. Preferably, R.sub.1 is methyl and R.sub.2 is acetyl, chloroacetyl, propionyl, valeryl, cinnamoyl, cyclohexylcarbonyl, dichlorophenoxyacetyl, benzoyl, halobenzoyl, dichlorobenzoyl or methylbenzoyl, and R.sub.3 is benzyl, halobenzyl, cyclohexyl, methyl-cyclohexyl or cyclohexylmethyl. The compounds have herbicidal, growth regulating, defoliating and fungicidal activity, although not all of these activities will be present in each of the compounds. The compounds are in addition highly selective against agriculturally valuable plants such as various grains, cotton, soybeans and plantation cultures.
    Type: Grant
    Filed: March 18, 1980
    Date of Patent: February 9, 1982
    Assignee: Schering Aktiengesellschaft
    Inventors: Hans-Rudolf Kruger, Friedrich Arndt, Dietrich Baumert, Reinhart Rusch
  • Patent number: 4289897
    Abstract: A process is provided for production of acylhydrazones of formyl-acetic acid ester of the general formula ##STR1## wherein R.sub.1 is an alkyl group with from 1 to 6 carbon atoms and R.sub.2 is an alkoxy group or an amino group. A propiolic acid ester of the general formulaH--C.tbd.C--COOR.sub.1is contacted with hydrazine derivatives of the general formulaH.sub.2 N--NH--CO--R.sub.2in the presence of a solvent such as water or a lower alcohol. The resulting products are technically valuable starting materials for the production of biocides, for example of 1,2,3-thiadiazole derivatives.
    Type: Grant
    Filed: October 10, 1980
    Date of Patent: September 15, 1981
    Assignee: Schering Aktiengesellschaft
    Inventor: Hans-Rudolf Kruger
  • Patent number: 4259502
    Abstract: A process for the preparation of compound of the general formula ##STR1## described, in which a compound of formula ##STR2## is reacted with alcohol or phenol of formula ##STR3## in an organic solvent to form a compound of formula ##STR4## which is converted by acid or base catalyzed reaction to form a compound of formula ##STR5## which is then rearranged in the presence of base to form the desired product.
    Type: Grant
    Filed: November 21, 1979
    Date of Patent: March 31, 1981
    Assignee: Schering Aktiengesellschaft
    Inventor: Hans-Rudolf Kruger
  • Patent number: 4243404
    Abstract: 1,2,3-Thiadiazole-3-in-5-ylidene-urea derivative of the formula ##STR1## in which R.sub.1 is hydrogen or alkyl which may be substituted in one or several places by oxygen or sulfur and wherein R.sub.2 and R.sub.3 have the meaning as given in the attached specification and wherein X is oxygen or sulfur. The compounds have properties suited for controlling the natural growth and natural development of plants and in addition have a superior defoliating property without accompanying unpleasant odors.
    Type: Grant
    Filed: April 4, 1978
    Date of Patent: January 6, 1981
    Assignee: Schering Aktiengesellschaft
    Inventors: Hans-Rudolf Kruger, Friedrich Arndt, Reinhart Rusch
  • Patent number: 4233059
    Abstract: 1,2,3-Triazole carboxylic acid amides, of the formula ##STR1## in which R.sub.1, R.sub.2, R.sub.3, R.sub.4 and n have the meaning defined in the specification in connection with formula I. The compounds have a broad biocidal, particularly herbicidal, insecticidal, acaricidal, fungicidal and nematocidal activity. They have a high degree of selectivity towards agriculturally valuable plants.
    Type: Grant
    Filed: August 1, 1979
    Date of Patent: November 11, 1980
    Assignee: Schering Aktiengesellschaft
    Inventors: Hans-Rudolf Kruger, Friedrich Arndt, Dietrich Baumert, Hartmut Joppien, Ernst A. Pieroh, Reinhart Rusch
  • Patent number: 4181517
    Abstract: 1,2,3-Thiadiazole-2-id-derivative of the formula ##STR1## in which R.sub.1 is hydrogen or alkyl which may be substituted in one or several places by oxygen or sulfur and wherein R.sub.1 has the meaning as given in the attached specification and wherein X is oxygen or sulfur and B is a univalent metal atom. The compounds have properties suited for controlling the natural growth and natural development of plants and in addition have a superior defoliating property.
    Type: Grant
    Filed: April 19, 1978
    Date of Patent: January 1, 1980
    Assignee: Schering Aktiengesellschaft
    Inventors: Hans-Rudolf Kruger, Reinhart Rusch, Friedrich Arndt
  • Patent number: 4177054
    Abstract: 1,2,3-thiadiazole-5-carboxylic acid derivatives having herbicidal and growth regulating activity and having the formula ##STR1## in which R.sub.1 is hydrogen or is alkyl of which the chain may be interrupted in one or several places by oxygen or sulfur or which may be substituted by halogen and in whichX is(a) --Y--R.sub.2, wherein R.sub.2 is hydrogen, alkyl which may be substituted, aryl which may also be substituted, aryl-C.sub.1 -C.sub.2 -alkyl which may also be substituted, or a univalent metal equivalent and wherein Y is oxygen or sulfur, or(b) wherein X constitutes the residue ##STR2## wherein R.sub.3 and R.sub.4 may be the same or different and have the meaning further defined in claim 1 of the accompanying specification.The compounds are soil- or leaf-applicable herbicides with a high activity against seed weeds and resistant weeds.
    Type: Grant
    Filed: June 23, 1978
    Date of Patent: December 4, 1979
    Assignee: Schering Aktiengesellschaft
    Inventors: Friedrich Arndt, Hans-Rudolf Kruger, Reinhart Rusch
  • Patent number: 4163658
    Abstract: 1,2,3-Thiadiazole-5-yl-urea derivatives of the formula ##STR1## in which R.sub.1 is hydrogen or alkyl of 1 to 5 carbon atoms, R.sub.2 is hydrogen or alkyl from 1 to 5 carbon atoms which latter may also have at least one oxygen or sulfur atom interposed in the carbon chain and wherein R.sub.3 is a heterocyclic hydrocarbon residue in which at least one nitrogen atom is present in the ring, which residue may also be substituted by the same or different substituents comprising alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, halogen, nitro or trifluoromethyl. The compounds are effective as agents for growth retardation and defoliation of plants.The invention also comprises a process of making the product and compositions in which the products are the, or one of the, effective agents.
    Type: Grant
    Filed: August 16, 1978
    Date of Patent: August 7, 1979
    Assignee: Schering Aktiengesellschaft
    Inventors: Friedrich Arndt, Hans-Rudolf Kruger, Reinhart Rusch
  • Patent number: 4156017
    Abstract: The specification discloses the use of compounds having the formula: ##STR1## wherein R is a possibly substituted aromatic hydrocarbon radical as insecticides and ovicides.
    Type: Grant
    Filed: February 22, 1977
    Date of Patent: May 22, 1979
    Assignee: Schering Aktiengesellschaft
    Inventors: Hans-Rudolf Kruger, Clemens Kotter, Hartmut Joppien
  • Patent number: 4130414
    Abstract: 1,2,3-Thiadiazole-5-yl-urea derivatives of the formula ##STR1## in which R.sub.1 is hydrogen or alkyl of 1 to 5 carbon atoms, R.sub.2 is hydrogen or alkyl from 1 to 5 carbon atoms which latter may also have at least one oxygen or sulfur atom interposed in the carbon chain and wherein R.sub.3 is a heterocyclic hydrocarbon residue in which at least one nitrogen atom is present in the ring, which residue may also be substituted by the same or different substituents comprising alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, halogen, nitro or trifluoromethyl. The compounds are effective as agents for growth retardation and defoliation of plants.The invention also comprises a process of making the product and compositions in which the products are the, or one of the, effective agents.
    Type: Grant
    Filed: April 28, 1977
    Date of Patent: December 19, 1978
    Assignee: Schering AG
    Inventors: Friedrich Arndt, Hans-Rudolf Kruger, Reinhart Rusch