Halogen Containing Reactant (e.g., Dehydrohalogenation, Etc.) Patents (Class 568/323)
  • Patent number: 4487934
    Abstract: A method of preparing substituted acylbenzenes is disclosed. The method comprises reacting selected acylhalides or equivalents with a selected poly-substituted benzene in the presence of an acylating catalyst comprising a perfluoro sulfonic acid polymer.
    Type: Grant
    Filed: June 6, 1980
    Date of Patent: December 11, 1984
    Assignee: Hoechst-Roussel Pharmaceuticals Inc.
    Inventors: Gregory M. Shutske, Linda L. Setescak
  • Patent number: 4487969
    Abstract: A process for the production of m-fluoroacetophenone comprises reacting m-aminoacetophenone with a diazotization agent in the presence of hydrogen fluoride. The diazonium fluoride compound produced is decomposed by heating to produce highly pure m-fluoroacetophenone in good yields.
    Type: Grant
    Filed: September 30, 1982
    Date of Patent: December 11, 1984
    Assignee: Olin Corporation
    Inventor: Max M. Boudakian
  • Patent number: 4477668
    Abstract: (+)-5-Methyl-10,11-dihydro-5H-dibenzo[a,d]-cyclohepten-5,10-imine, and its pharmaceutically acceptable salts is useful as an anxiolytic, antidepressant, anticonvulsant, muscle relaxant and in the treatment of mixed anxiety-depression, minimal brain dysfunction and extrapyramidal disorders such as Parkinson's disease. The racemate of the compound is produced by a four-step synthetic process in about 65% yield from 5H-dibenzo[a,d]cyclohepten-5-one.
    Type: Grant
    Filed: September 3, 1982
    Date of Patent: October 16, 1984
    Assignee: Merck & Co., Inc.
    Inventors: Dean R. Bender, Sandor Karady, Theresa Rothauser
  • Patent number: 4454350
    Abstract: A process for the acylation of halo- or trihalomethylbenzenes, wherein a halo- or trihalomethylbenzene is reacted with a carboxylic acid, a precursor or a derivative thereof in the presence of boron trifluoride in an amount such that the absolute pressure of the boron trifluoride within the reaction vessel exceeds 1 bar, and in the presence of hydrofluoric acid as a solvent. The resultant products are useful as intermediates in the synthesis of compounds having a phytosanitary (e.g., herbicidal) or pharmaceutical activity.
    Type: Grant
    Filed: June 28, 1982
    Date of Patent: June 12, 1984
    Assignee: Rhone-Poulenc Specialities Chimiques
    Inventor: Michel Desbois
  • Patent number: 4453009
    Abstract: 4-Fluorobenzophenone derivatives of 4,4'-difluorobenzophenone are produced by effecting a halogen-fluorine exchanging reaction between the corresponding 4-halogenobenzophenone derivatives or 4,4'-dihalogenobenzophenone and an alkali fluoride.The reaction is carried out by heating in an organic solvent. After distilling off the solvent from the reaction product mixture, the end product is isolated by extracting with a solvent. Alternatively the end product is isolated by distillation.
    Type: Grant
    Filed: October 8, 1982
    Date of Patent: June 5, 1984
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Akihiro Yamaguchi, Keizaburo Yamaguchi, Kenichi Sugimoto, Yoshimitsu Tanabe
  • Patent number: 4453012
    Abstract: A process for the preparation of phenyl ketones, characterized in that, in a first stage, a halo- or trihalomethylbenzene is reacted with a trihalomethylated aliphatic or aromatic compound in the presence of boron trifluoride in an amount such that the absolute pressure of boron trifluoride within the reaction vessel exceeds 1 bar, and in the presence of hydrofluoric acid as a solvent, and in that, in a second stage, the resultant product is hydrolyzed. The products are used as intermediates in the synthesis of compounds having a pharmaceutical or phytosanitary (e.g., herbicidal) activity.
    Type: Grant
    Filed: June 28, 1982
    Date of Patent: June 5, 1984
    Assignee: Rhone-Poulenc Specialites Chimiques
    Inventor: Michel Desbois
  • Patent number: 4450296
    Abstract: A process for producing 2-methyl-2-phenyl-4-hexanone comprising reacting the Grignard reagent having the structure: ##STR1## with propianic anhydride having the structure: ##STR2##
    Type: Grant
    Filed: February 5, 1981
    Date of Patent: May 22, 1984
    Assignee: International Flavors & Fragrances Inc.
    Inventor: Takao Yoshida
  • Patent number: 4414406
    Abstract: Molybdenum compounds, particularly molybdenum sulfide, molybdenum silicide, molybdenum selenide and molybdenum telluride are useful Friedel-Crafts catalysts for the aralkylation of aromatics to produce polybenzyls, the manufacture of aromatic ketones, aromatic sulfones and aromatic esters.The foregoing processes are carried out at a temperature of about 60.degree. to 250.degree. C. and at a catalyst concentration of about 0.1 to 15% by weight of reactants. The reaction products are useful as laminates, herbicides and bactericides.
    Type: Grant
    Filed: September 18, 1981
    Date of Patent: November 8, 1983
    Assignee: Standard Oil Company (Indiana)
    Inventor: Ellis K. Fields
  • Patent number: 4328356
    Abstract: Esters of arylacetic acids, more particularly lower alcohol esters of arylacetic acids, including those substituted on the methylene group, are prepared by rearrangement of the corresponding alpha-halo-alkylarylketones with Ag compounds in lower alcohols and in an acid medium. From the alkyl esters so prepared, their respective free acids can be obtained, if desired, by various means such as hydrolysis or the shift with mineral acids of the alkaline salts prepared by reaction with alkali, etc.
    Type: Grant
    Filed: February 15, 1980
    Date of Patent: May 4, 1982
    Assignee: Montedison S.p.A.
    Inventors: Claudio Giordano, Francesco Casagrande
  • Patent number: 4288613
    Abstract: A method of synthesis of cyclopentanones comprising cyclizing a 4-pentenal, preferably under an ethylene atmosphere, in the presence of a catalytically effective amount of a cyclizing, rhodium(I) para-substituted triarylphosphine catalyst.
    Type: Grant
    Filed: December 3, 1979
    Date of Patent: September 8, 1981
    Assignee: Iowa State University Research Foundation, Inc.
    Inventor: Richard C. Larock
  • Patent number: 4284818
    Abstract: 1,1,3,4,4,6-Hexamethyl-1,2,3,4-tetrahydronaphthalene (HMT), which is an intermediate for the production of acetyl HMT valuable in the art of perfumery because of its musk-like odor properties, is produced with industrial advantages by reacting p-cymene with 2,3-dimethylbutene using a catalytic amount of an anhydrous aluminum halide in the presence of at least one member selected from secondary alkyl halides, tertiary alkyl halides, propargyl halides and allyl halides; and 7-acetyl HMT is obtained by acetylation of the above-obtained HMT.
    Type: Grant
    Filed: March 12, 1979
    Date of Patent: August 18, 1981
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Hiroshi Sato, Koiti Fujisawa, Hideto Tojima, Seimei Yasui
  • Patent number: 4267388
    Abstract: There is disclosed a novel process for preparing anti-inflammatory ethynylbenzene derivatives represented by the general formula I: ##STR1## wherein Y is hydrogen, halogen or loweralkyl of 1 to 3 carbon atoms; R represents a ring having the structure: ##STR2## wherein x is 1 to 3, or a ring of the structure: ##STR3## wherein Y' is hydrogen, halogen, loweralkyl of 1 to 3 carbon atoms and loweralkoxy of 1 to 3 carbon atoms; Y" is hydrogen or halogen; and Y"' is hydrogen or halogen, provided Y, Y', Y" and Y"' are not all hydrogen at the same time, by reacting a benzyl alcohol of formula V: ##STR4## with a sulfonyl chloride, reducing the sulfonate VI of the formula: ##STR5## and dehydrohalogenating the formed .beta.
    Type: Grant
    Filed: July 12, 1979
    Date of Patent: May 12, 1981
    Assignee: William H. Rorer, Inc.
    Inventors: Paul R. Darkes, Henry F. Campbell, George H. Douglas
  • Patent number: 4266066
    Abstract: Ketones are prepared by reacting carboxylic acid halides, in particular carboxylic acid chlorides, with aluminum-alkyl compounds, optionally in the presence of an aluminum trihalide, in methylene chloride as the solvent, at a temperature between about 20.degree. and about 100.degree. C., preferably between about 30.degree. and about 60.degree. C., more preferably of about 40.degree. C. which is the reflux temperature of the methylene chloride. When operating at a temperature above approximately 40.degree. C., pressure higher than atmospheric is applied. The reaction mixture is worked up in usual manner, suitably by decomposition with water followed by distillation.
    Type: Grant
    Filed: November 26, 1979
    Date of Patent: May 5, 1981
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Werner Spielmann, Georg Schaeffer
  • Patent number: 4263458
    Abstract: 4,4'-difluoro-benzophenone is prepared from 4,4'-diamino-diphenylmethane by diazotization in anhydrous or concentrated aqueous hydrogen fluoride and decomposition of the diazonium fluoride thus produced in the presence of nitrous acid or nitrite as oxidizing agent.
    Type: Grant
    Filed: March 19, 1979
    Date of Patent: April 21, 1981
    Assignee: Imperial Chemical Industries Limited
    Inventors: Roy D. Bowden, Leslie Burgess, Raymond J. Clark
  • Patent number: 4226783
    Abstract: A process for .alpha.-chlorination of side chains of electronegatively substituted aromatic compounds with dichlorine monoxide.
    Type: Grant
    Filed: July 3, 1978
    Date of Patent: October 7, 1980
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Frank D. Marsh
  • Patent number: 4212762
    Abstract: Novel mesomorphic substances, constituting, in certain temperature ranges, nematic or smectic liquid crystals which are compounds of the formula: ##STR1## wherein R.sub.1 is an alkyl or alkoxy group containing 1 to 10 atoms of carbon;R.sub.2 is Br, CN or an alkyl (or an alkoxy) group containing 1 to 10 atoms of carbon.
    Type: Grant
    Filed: November 21, 1978
    Date of Patent: July 15, 1980
    Assignee: Thomson-CSF
    Inventors: Jean-Claude Dubois, Huu Tinh Nguyen, Annie Zann
  • Patent number: 4202960
    Abstract: Thermostable, infusible and insoluble polymer obtained by thermosetting aromatic oligomers of low molecular weight in the presence of an acid catalyst, said aromatic oligomers having an average molecular weight up to about 5000, a softening temperature from 80.degree. to 400.degree. C. and being obtained by separation from the reaction mixture produced by reacting meta-terphenyl with acetyl chloride and aluminum chloride.
    Type: Grant
    Filed: September 16, 1977
    Date of Patent: May 13, 1980
    Assignee: Institut Francais du Petrole
    Inventors: Guy Rabilloud, Bernard Masson, Pierre Giuliani, Bernard Sillion