Patents Examined by Harry I. Moatz
  • Patent number: 4013684
    Abstract: New and valuable process for the production of 2,5-dimethylfuran-3-carboxylic amides by reaction of acyloxypropionaldehyde with acetoacetamide.
    Type: Grant
    Filed: May 14, 1973
    Date of Patent: March 22, 1977
    Assignee: Badische Anilin- & Soda-Fabrik Aktiengesellschaft
    Inventors: Hans Rupert Merkle, Hardo Siegel
  • Patent number: 4013683
    Abstract: The title compound is made by the direct bromination of citraconic anhydride in the vapor phase at 200.degree.-500.degree. C. with a contact time of less than about 20 seconds. The reactants are preferably diluted with an inert solvent, such as a halogenated hydrocarbon and/or a gaseous diluent, such as N.sub.2.
    Type: Grant
    Filed: June 12, 1973
    Date of Patent: March 22, 1977
    Assignee: The Dow Chemical Company
    Inventors: R. Garth Pews, Ralph A. Davis
  • Patent number: 4006168
    Abstract: Molybdenum - vanadium - oxygen oxidation catalyst for producing maleic anhydride from benzene is regenerated and stabilized by the addition of a compound of Mo, Ni, Co, Mn or U, preferably a volatile compound, to the catalyst, after a decline in activity.
    Type: Grant
    Filed: March 31, 1975
    Date of Patent: February 1, 1977
    Assignee: Petro-Tex Chemical Corporation
    Inventor: Ralph O. Kerr
  • Patent number: 4001325
    Abstract: Compositions containing an .alpha.-chloroacetanilide compound of the formula ##SPC1##Wherein R.sup.1 is selected from the group consisting of primary and secondary alkyl radicals of 1-3 carbon atoms and R.sup.2 is selected from the group consisting of hydrogen and primary and secondary alkyl radicals of 2-3 carbon atoms, are useful for protecting various agronomic crops from undesirable weed infestation. Presently preferred because of their optimum selective herbicidal activity are those compounds wherein R.sup.1 of the above structure is either methyl or ethyl and R.sup.2 is ethyl.
    Type: Grant
    Filed: November 6, 1973
    Date of Patent: January 4, 1977
    Assignee: Diamond Shamrock Corporation
    Inventors: Henry Bluestone, James A. Scozzie, Joseph A. Ignatoski
  • Patent number: 3998839
    Abstract: Process for the preparation of metal-free phthalocyanine, wherein 4 moles of phthalonitrile are reacted with 0.05 to 0.3 mole of anhydrous alkali sulphide in an inert organic solvent having a boiling point higher than 130.degree. C, in the presence of 0.5 to 3 equivalents of an alcohol having a boiling point higher than 130.degree. C, at temperatures of between 100.degree. C and the boiling point of the solvent and alcohol, respectively.
    Type: Grant
    Filed: December 19, 1973
    Date of Patent: December 21, 1976
    Assignee: Ciba-Geigy Corporation
    Inventor: Zdenek Seha
  • Patent number: 3994903
    Abstract: 4-(3-NITROPHENYL)PYRIDINE, AN INTERMEDIATE USEFUL IN THE PREPARATION OF THE ANTIBACTERIALLY ACTIVE 1-ALKYL-1,4-DIHYDRO-4-OXO-7-(4-PYRIDYL)-3-QUINOLINECARBOXYLIC ACIDS, IS PREPARED BY REACTING 4-(4-DIMETHYLAMINOPHENYL)PYRIDINE (I) with a demethylating agent to yield 4-(4-aminophenyl)pyridine (II), reacting said 4-aminophenyl compound (II) with a lower-alkanoylating agent to yield 4-[4-(lower-alkanoylamino)-phenyl]pyridine (III), nitrating the 4-(lower-alkanoylamino)-phenyl derivative (III) to yield 4-[4-(lower-alkanoylamino)-3-nitrophenyl]pyridine (IV), hydrolyzing the 4-(lower-alkanoylamino)-3-nitrophenyl compound (IV) to yield 4-(4-amino-3-nitrophenyl)-pyridine (V), and removing the 4-amino group of V by diazotization and reaction of the diazonium salt with a deaminating reducing agent to produce said intermediate 4-(3-nitrophenyl)pyridine (VI). Intermediates IV and V are novel.
    Type: Grant
    Filed: February 25, 1974
    Date of Patent: November 30, 1976
    Assignee: Sterling Drug Inc.
    Inventors: Philip M. Carabateas, Ruth Pauline Brundage
  • Patent number: 3989706
    Abstract: A process for the preparation of pyridines, which comprises contacting in the vapor phase saturated or unsaturated hydrocarbon of more than one carbon atom, ammonia, and molecular oxygen, with the catalyst composed of solid acid containing at least tellurium, said solid acid containing the acid of which acid strength (Ho) is not weaker than 4.8.
    Type: Grant
    Filed: January 2, 1974
    Date of Patent: November 2, 1976
    Assignee: Teijin Limited
    Inventors: Yataro Ichikawa, Yuitsu Honda, Kazuhiko Soma, Nobuo Suzuki, Teizo Yamaji
  • Patent number: 3989684
    Abstract: Intermediate compounds useful for manufacturing herbicidal active sulfoxide and sulfone compounds are described herein. The compounds have the following generic formula: ##EQU1## wherein R is selected from the group consisting of lower alkyl and haloalkyl; R.sub.1 and R.sub.2 taken together can form a heterocyclic ring structure having from 2 to 10 carbon atoms or alkyl substituted heterocyclic ring structure. The heterocyclic ring can be provided with cross-bonding.
    Type: Grant
    Filed: April 9, 1973
    Date of Patent: November 2, 1976
    Assignee: Stauffer Chemical Company
    Inventor: Harry Tilles
  • Patent number: 3987042
    Abstract: Phenothiazine derivatives are described of the formula ##SPC1##In which X.sub.1 and X.sub.2, which may be the same or different, are H, R, F, Cl, Br, OR, CN, --COR, CH.sub.3, --S--R, --SOR, --SO.sub.2 R or --SO.sub.2 N(CH.sub.3).sub.2, where R is an alkyl group having from 1 to 4 carbon atoms, and the quinuclidine ring is substituted by the group --(CH.sub.2).sub.x -- in the 2- or 3- position, x being 1 or 2 when said group is substituted in the 2-position and being 0 or 1 when said group is substituted in the 3-position (because of electronic hindrance), and their acid addition and quaternary ammonium salts, have valuable pharmacological properties. In particular, these compounds have anti-histaminic, anti-cholinergic, adrenolytic, neuro-sedative, tranquillizing and/or spasmolytic properties.These compounds are prepared by condensing an appropriate phenothiazine with a quinuclidine derivative of the formula ##SPC2##In which x has the above-stated meaning and Z is a halogen atom or a reactive ester group.
    Type: Grant
    Filed: October 10, 1975
    Date of Patent: October 19, 1976
    Inventors: Claude Gueremy, Robert Labey, Didier Wirth, Maurice Auclair
  • Patent number: 3985774
    Abstract: A process for the separation of .gamma.-oxo-2-dibenzofuranbutyric acid from a mixture of said acid and .gamma.-oxo-3-dibenzofuranbutyric acid is disclosed. Such a mixture is obtained by the prior art method of preparing .gamma.-oxo-2-dibenzofuranbutyric acid from dibenzofuran and succinic anhydride in a Friedel-Crafts reaction. The mixture of acids is converted to a mixture of their corresponding lower alkyl esters which is separated by recrystallization or chromatography into its component alkyl esters. Hydrolysis of the lower alkyl ester of .gamma.-oxo-2-dibenzofuranbutyric acid gives the desired corresponding acid.
    Type: Grant
    Filed: October 30, 1972
    Date of Patent: October 12, 1976
    Assignee: American Home Products Corporation
    Inventors: Guenther Schilling, Thomas A. Dobson
  • Patent number: 3985767
    Abstract: A process for the preparation of copper phthalocyanine which comprises heating 4 moles of phthalodinitrile with about 1 mole of cuprous chloride at a temperature of from 140.degree. to 300.degree.C. in the presence of 10% to 30%, with respect to the weight of phthalodinitrile, of an ammonium salt which decomposes at a temperature of from 30.degree. to 200.degree.C. with the liberation of ammonia; and copper phthalocyanine prepared by this process.
    Type: Grant
    Filed: June 11, 1974
    Date of Patent: October 12, 1976
    Assignee: Produits Chimiques Ugine Kuhlmann
    Inventors: Jean-Claude Rene Nicaise, Louis Antoine Cabut
  • Patent number: 3985776
    Abstract: Stabilization of maleic anhydride with stannous compounds, such as stannous chloride and stannous salts of aliphatic monocarboxylic acids.
    Type: Grant
    Filed: July 21, 1975
    Date of Patent: October 12, 1976
    Assignee: Standard Oil Company (Indiana)
    Inventors: Cecelia Samans, Martin R. Spatz
  • Patent number: 3984405
    Abstract: Anti-inflammatory agents of the formula ##EQU1## wherein X may be hydrogen, halogen, alkyl, haloalkyl, haloalkoxy, haloalkylthio, alkoxy, hydroxy, alkylthio, nitro, alkylsulfonyl, amino, alkanoylamino, or mono- or dialkylamino wherein any of the foregoing alkyl or substituted alkyl radicals contain up to 8 carbon atoms; m may be 0, 1, 2, 3 or 4; each A may be carbon, but one A may be nitrogen in any position provided n is 1; Y may be sulfur, sulfoxide, sulfonyl, or oxygen; n may be 0 or 1; R may be a straight or branched alkyl of up to 8 carbon atoms, cycloalkyl of from 3 to 8 carbon atoms; X-substituted phenyl, pyridyl, thienyl, furyl, naphthyl, alkylphenyl or alkenylphenyl wherein the alkyl or alkenyl radical may contain up to 4 carbon atoms either straight chain or branched; Z may be ##EQU2## wherein R' is hydrogen, vinyl, allyl or R, or ##EQU3## alk may be a straight or branched carbon chain of up to 6 carbon atoms; and B may be a basic nitrogen-containing radical; and pharmaceutically acceptable acid-add
    Type: Grant
    Filed: April 5, 1973
    Date of Patent: October 5, 1976
    Assignee: E. R. Squibb & Sons, Inc.
    Inventor: John Krapcho
  • Patent number: 3981870
    Abstract: This disclosure teaches a method for employing novel carbamoylphosphonates such as ammonium ethyl carbamoylphosphonate, ammonium isopropyl carbamoylphosphonate and ammonium allyl carbamoylphosphonate to regulate the growth rate of plants.
    Type: Grant
    Filed: February 28, 1975
    Date of Patent: September 21, 1976
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: William P. Langsdorf
  • Patent number: 3981915
    Abstract: The compounds are amides of 1-aminocyclopentanecarboxylic acid, having valuable pharmacodynamic properties in that they are active against Columbia SK polio virus in warm-blooded animals.
    Type: Grant
    Filed: August 6, 1973
    Date of Patent: September 21, 1976
    Assignee: American Home Products Corporation
    Inventors: Harvey E. Alburn, Norman H. Grant
  • Patent number: 3980661
    Abstract: Nitriles, such as acrylonitrile, are converted to the corresponding amides by a catalytic liquid phase hydrolysis employing as the homogeneous catalyst, the reaction product of a rhodium compound and a thiophosphite.
    Type: Grant
    Filed: November 5, 1974
    Date of Patent: September 14, 1976
    Assignee: National Distillers and Chemical Corporation
    Inventors: David W. Smith, Julian Feldman
  • Patent number: 3980675
    Abstract: There is disclosed a simple, economical process for preparing 2,5-dimethyl-3-(2H)-furanone by hydrolysis of the dimer of diacetyl at a temperature of 20.degree.C to 120.degree.C and in the presence of an acid, mineral or organic, or of a cationic resin, with elimination of a acetic acid.
    Type: Grant
    Filed: February 14, 1975
    Date of Patent: September 14, 1976
    Assignee: Montedison S.p.A.
    Inventors: Carlo Venturello, Rino D'Aloisio
  • Patent number: 3980672
    Abstract: Disclosed herein is a method which provides substantially zero acid number polytetramethylene ether glycol thus making it possible to regard polytetramethylene ether glycol as a fungible commodity. The improvement is achieved by complete removal of a trace impurity, believed to be n-butyl aldehyde, from dry tetrahydrofuran, by contact with molecular sieves of a particular definition, prior to the polymerization of the tetrahydrofuran in the production of polytetramethylene ether glycol.
    Type: Grant
    Filed: July 23, 1975
    Date of Patent: September 14, 1976
    Assignee: The Quaker Oats Company
    Inventor: Hideo Tomomatsu
  • Patent number: 3979382
    Abstract: Dichlorocyanurate silver complexes of the formulas (Ag).sub.1 (A).sub.1 (Z).sub.2 and (Ag).sub.2 (B).sub.1 (Z).sub.4 wherein Z is the dichlorocyanurate radical (C.sub.3 N.sub.3 O.sub.2 Cl.sub.2)-, A is an alkali metal and B is an alkaline earth metal. The compounds possess antibacterial activity.
    Type: Grant
    Filed: November 11, 1974
    Date of Patent: September 7, 1976
    Assignee: Sociedad Anonima Cros
    Inventors: Francisco Martinez-Alvarez, Antonio Gamero Briones, Enrique Dominguez Buron
  • Patent number: 3978092
    Abstract: An unsaturated carbonyl compound, for example, one expressed by the following formula ##EQU1## is prepared by maintaining at an elevated temperature an allyl acetal of an .alpha.,.beta.-unsaturated aldehyde, for example, one expressed by the following formula ##EQU2## or a novel dienyl ether derived from it, for example, one expressed by the following formula ##EQU3## The allyl acetal can be derived, for example, from .beta.-methylcrotonaldehyde having 5 carbon atoms and prenyl alcohol having 5 carbon atoms. It is possible therefore to introduce an allyl residue containing at least 3 carbon atoms into the carbon atoms at the .gamma.-position to the carbonyl group of an .alpha., .beta.-unsaturated aldehyde containing at least 5 carbon atoms by a reaction consisting of the reduced number of steps. Moreover, the unsaturated aldehyde having the increased number of carbon atoms can be formed at a high yield by a relatively simple reaction.
    Type: Grant
    Filed: May 6, 1974
    Date of Patent: August 31, 1976
    Assignee: Teijin Limited
    Inventors: Yataro Ichikawa, Mamoru Yamamoto