Patents by Inventor Winfried Orth

Winfried Orth 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: 5380862
    Abstract: A process for the preparation of isomer-free 2,5-dichloropyridine comprising alkoxylating 2-chloro-pyridine or 2-bromo-pyridine in the presence of a base at elevated temperatures, chlorinating with gaseous chlorine the alkoxylated product at ambient temperatures in an aqueous suspension in the presence of an auxiliary base, a small amount of a catalyst and optionally a small amount of an emulsifier, treating the isomer reaction mixture with a Vielsmeyer-Haack reagent, subjecting 2,5- and 2,3-dichloropyridine mixture to water vapor distillation and crystallizing the crystalline product from an alcohol-water mixture.
    Type: Grant
    Filed: August 23, 1993
    Date of Patent: January 10, 1995
    Assignee: Rutgerswerke Aktiengesellschaft
    Inventors: Stefan Sendelbach, Wolfgang Weiss, Winfried Orth, Hans W. Kleffner, Albrecht Laufer
  • Patent number: 5169990
    Abstract: In the production of 9,9-bis-(4-hydroxphenyl)-fluorene by condensation by fluorenone and phenol in a molar ratio of 1:4 to 1:8 at 30.degree. to 90.degree. C. in the presence of gaseous hydrogen chloride and .beta.-mercapto-propionic acid as catalyst, the improvement comprising mixing the completed reaction mixture with a polyalkylene glycol, distilling excess phenol from the mixture, and mixing the distillation residue with a solvent miscible with the polyalkylene glycol, recovering the crystallized product, suspending the crystallized product in water and heating the suspension to obtain highly pure 9,9-bis-(4-hydroxyphenyl)-fluorene as white crystals.
    Type: Grant
    Filed: February 11, 1992
    Date of Patent: December 8, 1992
    Assignee: Rutgerswerke Aktiengesellschaft
    Inventors: Winfried Orth, Emmerich Pastorek, Wolfgang Weiss, Hans W. Kleffner
  • Patent number: 5149886
    Abstract: In a process for the preparation of 9,9-bis-(4-hydroxyphenyl)-fluorene by condensing fluorenone and phenol in a molar ratio of 1:4 to 1:8 at 30.degree. to 90.degree. C. in the presence of gaseous hydrogen chloride and .beta.-mercapto-propionic acid catalyst, the improvement comprising distilling water of reaction and dissolved hydrochloric acid from the completed reaction mixture, dissolving the distillation residue in a nitrile, separating the crystallized adduct of nitrile and 9,9-bis-(4-hydroxphenyl)- fluorene from the nitrile and optionally dissociating the adduct to recover high purity 9,9-bis-(4-hydroxphenyl)- fluorene.
    Type: Grant
    Filed: February 11, 1992
    Date of Patent: September 22, 1992
    Assignee: Rutgerswerke AG
    Inventors: Winfried Orth, Emmerich Pastorek, Wolfgang Weiss, Hans W. Kleffner
  • Patent number: 5082944
    Abstract: A method for the production of heavy metal-free pyridine -3-sulfonic acid by oxidation of 3-chloro-pyridine to 3-chloro-pyridine-N-oxide, substitution of the chlorine through a sulfonic acid group, and subsequent reduction to pyridine-3-sulfonic acid. The method can be carried out using raw 3-chloropyridine-N-oxide and direct further reaction of the pyridine-3-sulfonic acid-N-oxide in the presence of Raney nickel in an alkaline solution.
    Type: Grant
    Filed: October 31, 1990
    Date of Patent: January 21, 1992
    Assignee: Rutgerswerke AG
    Inventors: Rolf Losch, Winfried Orth, Wolfgang Weiss, Hans W. Kleffner
  • Patent number: 5066806
    Abstract: A process for the recovery of isomeric pure 7-chloro-quinaldine from isomeric mixtures of chloro-quinaldines comprising dissolving the isomeric mixture of chloro-quinaldines in an organic solvent, adding an aqueous tartaric acid solution to the organic solution to form the tartrate of 7-chloro-quinaldine in crystalline form, recovering the crystals and treating the same with a base to obtain 7-chloro-quinaldine.
    Type: Grant
    Filed: August 13, 1990
    Date of Patent: November 19, 1991
    Assignee: Rutgerswerke AG
    Inventors: Emmerich Pastorek, Winfried Orth, Wolfgang Weiss, Hans W. Kleffner
  • Patent number: 4942239
    Abstract: A process for the production of 2-hydroxypyridine from 2-chloro-pyridine which is reacted with an aqueous alkaline solution in the presence of a tertiary alcohol.
    Type: Grant
    Filed: March 1, 1989
    Date of Patent: July 17, 1990
    Assignee: Rutgerswerke AG
    Inventors: Winfried Orth, Michael Hassler, Hans W. Kleffner, Wolfgang Weiss
  • Patent number: 4925942
    Abstract: A process for the preparation of quinuclidine-3-methanol comprising reacting quinuclidine-3-one acid addition salt with an alkali metal cyanide in an aqueous media to obtain 3-cyano-3-hydroxy-quinuclidine, reacting the latter with anhydrous methanol in the presence of hydrogen chloride gas followed by treatment with aqueous alkali to obtain methyl 3-hydroxy-quinuclidine-3-carboxylate, reacting the latter with thionyl chloride to form methyl 1-azabicyclo(2,2,2)oct-2-ene-3-carboxylate, hydrogenating the latter with Raney nickel to obtain methyl 1-azabicyclo(2,2,2)octane-3-carboxylate and reducing the latter to obtain quinuclidine-3-methanol which is an intermediate for mequitazine which is useful as an antihistaminic.
    Type: Grant
    Filed: July 24, 1989
    Date of Patent: May 15, 1990
    Assignee: Rutgerswerke AG
    Inventors: Josef Gotz, Winfried Orth, Wolfgang Weiss, Bernd Rapp, Hans W. Kleffner
  • Patent number: 4865620
    Abstract: Hair dye compositions based on oxidation hair dyes which contain developer components, coupling components and oxidation components, characterized in that they contain one or more aminopyrrole derivatives of the formula: ##STR1##
    Type: Grant
    Filed: September 1, 1988
    Date of Patent: September 12, 1989
    Assignee: Ruetgerswerke Aktiengesellschaft
    Inventors: Winfried Orth, Wolfgang Weiss, Hans W. Kleffner
  • Patent number: 4785110
    Abstract: There is described a process for the production of 2-amino-3-nitro-6-(4-fluorobenzylamino)-pyridine which consists essentially of reacting 2-amino-3-nitro-6-methoxypyridine with 4-fluorobenzylamine in water at elevated temperature; in a given case the nitro group can be subsequently reduced and a carbethoxy group introduced.
    Type: Grant
    Filed: March 24, 1986
    Date of Patent: November 15, 1988
    Assignee: Degussa Aktiengesellschaft
    Inventors: Winfried Orth, Jurgen Engel, Peter Emig, Gerhard Scheffler, Hans Pohle
  • Patent number: 4719298
    Abstract: A novel method of chlorinating the alkyl side chains of a nitrogen containing heterocyclic comprising reacting an alkyl substituted heterocycle with trichloroisocyanuric acid at temperatures of 20.degree. to 200.degree. C. to obtain the same in high yields.
    Type: Grant
    Filed: April 18, 1986
    Date of Patent: January 12, 1988
    Assignee: Rutgerswerke Aktiengesellschaft
    Inventors: Gunter E. Jeromin, Winfried Orth, Werner Fickert
  • Patent number: 4659846
    Abstract: In a process for the preparation of 2,5-diloweralkyl-1,4; 3,6-dianhydrosorbitols by reacting 1,4;3,6-dianhydrosorbitol with an alkylating agent in an alkaline aqueous-organic solvent solution, the improvement comprising using a tertiary alkanol as the organic solvent.
    Type: Grant
    Filed: May 2, 1986
    Date of Patent: April 21, 1987
    Assignee: Rutgerswerke Aktiengesellschaft
    Inventors: Manfred Maurer, Winfried Orth, Werner Fickert
  • Patent number: 4582910
    Abstract: A method for the preparation of 4-halogenonaphthalic acid anhydrides by halogenation of an aqueous solution of an alkali salt of the naphthalic acid with halogen or alkali metal hypohalogenite wherein a solution of the alkali metal salt of the naphthalic acid is treated with a water soluble magnesium salt and at least an equal molar amount of an alkakli metal hydroxide, halogenating this reaction mixture at a temperature in the range of 10.degree. to 25.degree. C. and subsequently acidifying the reaction mixture. In a second embodiment of the invention, an aqueous solution of alkali metal carbonate is used in place of the magnesium salt and alkali metal hydroxide.
    Type: Grant
    Filed: February 19, 1985
    Date of Patent: April 15, 1986
    Assignee: Rutgerswerke Aktiengesellschaft
    Inventors: Winfried Orth, Emmerich Pastorek, Werner Fickert
  • Patent number: 4567272
    Abstract: New 2-aminonitropyridine derivatives are disclosed of the formula: ##STR1## wherein the nitro group is in the 3- or 5-position and X represents hydrogen, an alkoxy group with 1 to 3 C atoms or an unsubstituted or alkyl- or hydroxyalkyl substituted amino group, the alkyl portion of which has 1 to 3 C atomsR.sub.1 and R.sub.2 may be the same or different and represent hydrogen, divalent alkyl- with 1 to 3 C atoms, divalent cyclopropyl- or divalent alkenyl with 1 to 3 C atoms, phenylene- or divalent pyrrol andY and Z may be the same or different and represent hydrogen, hydroxyl- or amino group of the formula II: ##STR2## wherein R.sub.3 and R.sub.4 may be the same or different and represent hydrogen, an unsubstituted alkyl or alkyl with 1 to 3 C atoms, substituted at any position by hydroxy or amino with 1 to 3 C atoms, with the proviso that whenever X represents hydrogen, then R.sub.1 and R.sub.2 cannot both be hydrogen, and R.sub.1 is not hydrogen, R.sub.
    Type: Grant
    Filed: September 11, 1984
    Date of Patent: January 28, 1986
    Assignee: Rutgerswerke Aktiengesellschaft
    Inventors: Winfried Orth, Werner Fickert
  • Patent number: 4564700
    Abstract: An improved process for the preparation of fluorene-9-carboxylic acid comprising reacting fluorene and a dialkyl carbonate with alkyls of 1 to 5 carbon atoms in the presence of a member of the group consisting of alkali metal hydrides or potassium alcoholate of an aliphatic alcohol of 1 to 5 carbon atoms, neutralizing the mixture and saponifying the resulting fluorene-9-carboxylic acid ester to obtain fluorene-9-carboxylic acid in good yields.
    Type: Grant
    Filed: November 16, 1983
    Date of Patent: January 14, 1986
    Assignee: Rutgerswerke Aktiengesellschaft
    Inventors: Winfried Orth, Emmerich Pastorek, Werner Fickert
  • Patent number: 4549024
    Abstract: A novel process for the preparation of quinolinic acid comprising reacting quinoline in an aqueous acid with hydrogen peroxide in the presence of at least one cation selected from the group consisting of vanadyl V, cobalt III, titanyl IV and osmium VIII cations at 50.degree. to 100.degree. C. and then oxidizing with chlorite or chlorate ions to form quinolinic acid.
    Type: Grant
    Filed: November 5, 1984
    Date of Patent: October 22, 1985
    Assignee: Rutgerswerke Aktiengesellschaft
    Inventors: Winfried Orth, Emmerich Pastorek, Werner Fickert
  • Patent number: 4546190
    Abstract: The compound 3,5,6-trichloro-1H-pyridine-2-on can be produced in technical quantities by passing chlorine gas into the gas space above a solution of 6-chloro-1H-pyridine-2-on in an aqueous carboxylic acid solution and maintaining the reaction temperature between 15.degree. and 30.degree. C. This method permits the production of 3,5,6-trichloro-1H-pyridine-2-on in a one-step process from 2-chloro-6-methoxypyridine.
    Type: Grant
    Filed: February 27, 1984
    Date of Patent: October 8, 1985
    Assignee: Rutgerswerke Aktiengesellschaft
    Inventors: Winfried Orth, Werner Fickert
  • Patent number: 4529800
    Abstract: A novel simple process for the preparation of 2-halo-3-nitro-6-alkoxy-pyridines having 1 to 6 alkoxy carbon atoms of high purity comprising adding 2-halo-6-alkoxy-pyridine in portions at 0.degree. to 40.degree. C. to a mixture of concentrated sulfuric acid and concentrated nitric acid to obtain impure 2-halo-3-nitro-6-alkoxy-pyridine, treating the latter with a solution of an alkaline reacting compound in a protic solvent and recovering the said pyridine in substantially pure form which are important intermediates for analgesics.
    Type: Grant
    Filed: July 11, 1983
    Date of Patent: July 16, 1985
    Assignee: Rutgerswerke Aktiengesellschaft
    Inventors: Winfried Orth, Werner Fickert
  • Patent number: 4510090
    Abstract: Improvement of the yield and purity of phenanthrenequinone during its production by oxidation of phenanthrene by means of chromic acid in a sulfuric acidic medium is achieved by preparing a dispersion made up of phenanthrene, alkali dichromate and water at 95.degree.-100.degree. C., cooling said dispersion down to 80.degree.-85.degree. C. and carrying out the oxidation reaction under cooling and portion-wise addition of concentrated sulfuric acid in a temperature range between 80.degree. and 85.degree. C.
    Type: Grant
    Filed: January 30, 1984
    Date of Patent: April 9, 1985
    Assignee: Rutgerswerke Aktiengesellschaft
    Inventors: Dietrich Tonnius, Wolfgang Weiss, Winfried Orth, Heinrich Miele, Emmerich Pastorek
  • Patent number: 4493935
    Abstract: A process for the preparation of esters of 1H-pyrrol-2-acetic acids of the formula ##STR1## wherein R.sub.1 is selected from the group consisting of hydrogen and alkyl of 1 to 4 carbon atoms and R.sub.2 is selected from the group consisting of alkyl of 1 to 4 carbon atoms and aralkyl of 1 to 4 alkyl carbon atoms comprising reacting a compound of the formula ##STR2## wherein R.sub.3 is selected from the group consisting of --CN and ##STR3## in an aqueous media with a saponification base wherein the saponification base is added gradually to the 1H-pyrrol-2-acetonitrile and/or 1H-pyrrol-2-acetamide to selectively saponify the same to obtain a substantially isomer-free salt of 1H-pyrrol-2-acetic acid, adding alkali metal bicarbonate to the solution to keep the pH of solution at about 10.2 to 10.
    Type: Grant
    Filed: February 2, 1984
    Date of Patent: January 15, 1985
    Assignee: Rutgerswerke Aktiengesellschaft
    Inventors: Winfried Orth, Werner Fickert
  • Patent number: 4377699
    Abstract: An improved process for the preparation of 5-chloro-indole comprising reacting indoline in a chlorine-inert organic solvent with an acylating agent of an organic carboxylic acid to obtain the corresponding 1-acyl-indoline, reacting the latter in the presence of water and a basic agent with chlorine to form 5-chloro-1-acyl-indoline, subjecting the latter to saponification to obtain 5-chloro-indoline and reacting the latter in a water-immiscible organic solvent by heating with an aromatic nitrocompound in the presence of a finely powdered ruthenium catalyst to form 5-chloro-indole in excellent yields.
    Type: Grant
    Filed: September 9, 1981
    Date of Patent: March 22, 1983
    Assignee: Rutgerswerke Aktiengesellschaft
    Inventors: Manfred Maurer, Winfried Orth, Werner Fickert