Nitrogen, Or Oxygen, And Carbonyl Carbon Are Adjacent Ring Members Of The Hetero Ring (e.g., Lactams, Lactones, Etc.) Patents (Class 558/310)
  • Patent number: 7371882
    Abstract: A reactor for producing a nitrile compound from a carbon ring or heterocyclic compound having organic substituents by a gas phase reaction using a fluidized catalyst bed with ammonia and a gas containing oxygen. In a cylindrical fluidized catalyst bed having a diameter of 2.0 meters or greater, partial vaporization-type cooling tubes (the cooling medium is partially vaporized in the tubes) and complete vaporization-type cooling tubes (the cooling medium is completely vaporized in the cooling tubes) are disposed in a specific arrangement. Water containing ionic SiO2 in 0.1 ppm or smaller and having an electric conductivity of 5 ?S/cm or smaller is used as the cooling medium for the complete vaporization-type cooling tubes. The temperature of the reaction is easily stabilized and uniform distribution of temperature is obtained in the fluidized catalyst bed. Stable continuous operation is achieved for a long time in a commercial scale apparatus.
    Type: Grant
    Filed: September 15, 2004
    Date of Patent: May 13, 2008
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Shuichi Ueno, Takuji Shitara, Kenichi Nakamura, Fumisada Kosuge
  • Patent number: 7307181
    Abstract: In a process for producing a nitrile compound comprising introducing a carbon ring or heterocyclic compound having organic substituents, ammonia and the air into a reactor and reacting the introduced compounds in the presence of a catalyst, during the reaction, a residual gas obtained after the formed nitrile compound is separated from a reaction gas discharged from the reactor is recycled to the reactor in an amount of 10 to 60% by volume based on the amount of the fresh raw material gas supplied to the reactor and the ratio of the amount by mole of molecular oxygen to the amount by mole of the organic substituent in the carbon ring or heterocyclic compound having organic substituents supplied to the reactor (O2/organic substituent) is kept within 1.5 to 7. The reaction is achieved under an advantageous condition and the nitrile compound can be produced industrially advantageously at a higher yield.
    Type: Grant
    Filed: June 14, 2004
    Date of Patent: December 11, 2007
    Assignee: Mitsubishi Gas Chemical Company, Inc
    Inventors: Kenichi Nakamura, Shuji Ebata, Fumio Tanaka, Takuji Shitara
  • Patent number: 5380912
    Abstract: .omega.-Hydroxy-(.omega.-3)-ketonitrile of the formula NC(CH.sub.2).sub.n --CO--(CH.sub.2).sub.3 OH wherein n is an integer of 7 to 11.
    Type: Grant
    Filed: March 31, 1994
    Date of Patent: January 10, 1995
    Assignees: Ube Industries, Ltd., Soda Aromatic Co., Ltd.
    Inventors: Hiroshi Yoshida, Noboru Kakeya, Masanori Kashiwagi
  • Patent number: 5350868
    Abstract: There are disclosed (i) .omega.-hydroxy-(.omega.-3)-ketonitrile represented by the formula ( I ):NC(CH.sub.2).sub.n --CO--(CH.sub.2).sub.3 OH (I)wherein n is an integer of 7 to 11, (ii) a method for preparing the .omega.-hydroxy-(.omega.-3)-ketonitrile which comprises reacting .alpha.-(.omega.-cyanoalkanoyl)-.gamma.-butyrolactone represented by the formula (II): ##STR1## wherein n has the same meaning as defined above, in the presence of 1 to less than 2 mole of an alkali metal hydroxide per mole of the butyrolactone in an aqueous medium, and (iii) a method for preparing .omega.-hydroxy fatty acid represented by the formula (IV):HOOC(CH.sub.2).sub.n+4 --OH (IV)wherein n has the same meaning as defined above, which comprises reacting the above .omega.-hydroxy-(.omega.-3)-ketonitrile of the formula (I) with hydrazine in an aqueous solution of an alkali metal hydroxide.
    Type: Grant
    Filed: February 19, 1993
    Date of Patent: September 27, 1994
    Assignees: Ube Industries, Ltd., Soda Aromatic Co., Ltd.
    Inventors: Hiroshi Yoshida, Noboru Kakeya, Masanori Kashiwagi
  • Patent number: 5081275
    Abstract: The present invention relates to a process for the preparation of 2-fluorobenzonitrile. The process comprises the steps of:(a) heating saccharin and phosphorus pentachloride under conditions and for a time sufficient to provide 2-cyanobenzenesulfonyl chloride; and(b) reacting the 2-cyanobenzenesulfonyl chloride with alkali metal fluoride in solvent for said 2-cyanobenzenesulfonyl chloride under conditions and for a time sufficient to provide 2-fluorobenzonitrile.The present invention provides a process for the preparation of 2-fluorobenzonitrile which is a versatile intermediate for a variety of 2-fluoro substituted benzenes. For example, hydrolysis of 2-fluorobenzonitrile leads to 2-fluorobenzoic acid or 2-fluorobenzamide while reduction of 2-fluorobenzonitrile leads to 2-fluorobenzylamine. Also, the reaction of 2-fluorobenzonitrile with organometallic reagents results in various 2-fluorophenyl ketones.
    Type: Grant
    Filed: June 25, 1990
    Date of Patent: January 14, 1992
    Assignee: Allied-Signal Inc.
    Inventor: Michael van der Puy
  • Patent number: 4904812
    Abstract: Unsaturated nitriles are prepared from lactones and NH.sub.3 by a process in which the reaction of the lactone with NH.sub.3 is carried out in the presence of a zeolite as a catalyst.A particularly suitable starting material is caprolactone and particularly suitable catalysts are zeolites of the pentasil type, for example aluminosilicate zeolites.
    Type: Grant
    Filed: December 7, 1988
    Date of Patent: February 27, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Wolfgang Hoelderich, Matthias Schwarzmann