Patents by Inventor Teruaki Mukaiyama

Teruaki Mukaiyama 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: 6222072
    Abstract: A novel process for producing an optically active amine is provided. The optically active amine is adapted for use as an intermediate in synthesizing physiologically active compounds such as pharmaceuticals and agricultural chemicals, as a functional material such as a liquid crystal, and as a starting material in synthesizing fine chemicals. The process comprises the step of reacting an imine with a hydride reagent in the presence of an optically active metal compound and an alcohol compound and/or carboxylic acid compound.
    Type: Grant
    Filed: November 6, 1998
    Date of Patent: April 24, 2001
    Assignee: Mitsui Chemicals Inc.
    Inventors: Teruaki Mukaiyama, Kiyoaki Sugi, Takushi Nagata, Toru Yamada
  • Patent number: 5859158
    Abstract: Disclosed in an olefin polymerization catalyst comprising a transition metal compound having at least two transition metals in which at least one of said metals is bonded to a ligand having a cyclopentadienyl skeleton, at least one of said metals is selected from Sc, Y, Ti, Zr, Hf, V, Nb, Ta, Cr, Mo, W and lanthanoid metals and at least on of the others is selected from the specific transition metals; and an organoaluminum oxy-compound or an organoboron compound. Corresponding to the kind of the metal combined with said metal selected from Sc, Y, Ti, Zr, Hf, V, Nb, Ta, Cr, Mo, W and lanthanoid metals, the olefin polymerization catalyst exhibit a property to give polymers having a wide molecular weight distribution in spite of the catalyst system using one kind of a transition metal compound, or to give polymers having high molecular weight and be excellent in the polymerization activity at low polymerization temperature.
    Type: Grant
    Filed: November 14, 1996
    Date of Patent: January 12, 1999
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Teruaki Mukaiyama, Makoto Mitani, Kunihiro Oouchi
  • Patent number: 5756790
    Abstract: The invention provides a method for preparing an optically active alcohol comprising the step of reacting a ketone compound with a hydride reagent in the presence of an optically active metal compound. The resulting optically active alcohols are useful as intermediates for the synthesis of physiologically active compounds such as drugs and pesticides, functional materials such as liquid crystals, and raw materials for synthesis in fine chemistry. A novel optically active cobalt (II) complex useful as a catalyst is also provided.
    Type: Grant
    Filed: September 27, 1996
    Date of Patent: May 26, 1998
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Teruaki Mukaiyama, Kiyotaka Yorozu, Takushi Nagata, Toru Yamada, Kiyoaki Sugi
  • Patent number: 5627117
    Abstract: Disclosed in an olefin polymerization catalyst comprising a transition metal compound having at least two transition metals in which at least one of said metals is bonded to a ligand having a cyclopentadienyl skeleton, at least one of said metals is selected from Sc, Y, Ti, Zr, Hf, V, Nb, Ta, Cr, Mo, W and lanthanoid metals and at least on of the others is selected from the specific transition metals; and an organoaluminum oxy-compound or an organoboron compound. Corresponding to the kind of the metal combined with said metal selected from Sc, Y, Ti, Zr, Hf, V, Nb, Ta, Cr, Mo, W and lanthanoid metals, the olefin polymerization catalyst exhibit a property to give polymers having a wide molecular weight distribution in spite of the catalyst system using one kind of a transition metal compound, or to give polymers having high molecular weight and be excellent in the polymerization activity at low polymerization temperature.
    Type: Grant
    Filed: December 27, 1994
    Date of Patent: May 6, 1997
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Teruaki Mukaiyama, Makoto Mitani, Kunihiro Oouchi
  • Patent number: 5475157
    Abstract: There is disclosed a process for producing an aromatic hydroxylic compound by acid decomposition of a hydroperoxide having the general formula (I) ##STR1## wherein Ar represents an aromatic hydrocarbon group having a valence of n; and n represents an integer of 1 or 2, in the presence of an acid catalyst, thereby to provide an aromatic hydroxylic compound having the general formula (II)Ar--(OH)n (II)wherein Ar and n are the same as above defined, characterized in that tetrafluoroboric acid, hexafluorosilicic acid or hexafluorophosphoric acid is used as the acid catalyst. According to this process, the aromatic hydroxylic compound is obtained in a high yield while the by-production of hydroxyacetone is effectively suppressed.
    Type: Grant
    Filed: September 2, 1994
    Date of Patent: December 12, 1995
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Shintaro Araki, Hiroshi Iwasaki, Hiroyasu Ohno, Isao Hashimoto, Teruaki Mukaiyama
  • Patent number: 5412128
    Abstract: The catalyst for olefin polymerization of the present invention contains R.sub.k.sup.1 R.sub.l.sup.2 R.sub.m.sup.3 M(SO.sub.3 R.sup.4) (M=Zr, Ti or Hf; R.sup.1-3 =a group having a cyclopentadienyl skeleton) as a catalyst component of a transition metal compound. According to the catalyst of the invention, an olefin polymer having excellent particle properties can be prepared with high polymerization activities, and further a copolymer having a narrow composition distribution can be prepared when two or more monomers are copolymerized. Of the above-mentioned transition metal compounds, a compound represented by the following formula is a novel compound unknown so far and shows excellent catalytic properties. ##STR1## (Cp=a group having a cyclopentadienyl skeleton, X=SO.sub.3 R, a halogen atom, R, OR, NR.sub.n, S(O).sub.q R, SiR.sub.3 or P (O).sub.q R.sub.
    Type: Grant
    Filed: July 9, 1993
    Date of Patent: May 2, 1995
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Junichi Imuta, Junji Saito, Takashi Ueda, Teruaki Mukaiyama
  • Patent number: 5409874
    Abstract: The catalyst for olefin polymerization of the present invention contains R.sup.1.sub.k R.sup.2.sub.l R.sup.3.sub.m M(SO.sub.3 R.sup.4) (M=Zr, Ti or Hf; R.sup.1-3 =a group having a cyclopentadienyl skeleton) as a catalyst component of a transition metal compound. According to the catalyst of the invention, an olefin polymer having excellent particle properties can be prepared with high polymerization activities, and further a copolymer having a narrow composition distribution can be prepared when two or more monomers are copolymerized. Of the above-mentioned transition metal compounds, a compound represented by the following formula is a novel compound unknown so far and shows excellent catalytic properties. ##STR1## (Cp=a group having a cyclopentadienyl skeleton, X=SO.sub.3 R, a halogen atom, R, OR, NR.sub.n, S(O).sub.q R, SiR.sub.3 or P(O).sub.q R.sub.
    Type: Grant
    Filed: June 19, 1992
    Date of Patent: April 25, 1995
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Junichi Imuta, Junji Saito, Takashi Ueda, Teruaki Mukaiyama
  • Patent number: 5072007
    Abstract: Process for preparing polyalkyl-2-alkoxy-7-hydroxychroman derivative of the general formula (V): ##STR1## wherein R.sup.1 denotes lower primary alkyl, R.sup.2 denotes hydrogen or lower primary alkyl and R.sup.3 denotes loweralkyl, by reacting resorcin with either an aliphatic ketone of the general formula (I): ##STR2## wherein R.sup.1 and R.sup.2 are as defined above, and an alcohol of the formula (II):R.sup.3 OH (II)wherein R.sup.3 is as defined above, in the presence of an acid catalyst, or an aliphatic ketone acetal of the general formula (III): ##STR3## wherein R.sup.1, R.sup.2 and R.sup.3 are as defined above, in the presence of an acid catalyst.
    Type: Grant
    Filed: July 3, 1990
    Date of Patent: December 10, 1991
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Daisuke Fukuoka, Takeshi Ishitoku, Katsuya Takahashi, Takashi Tashiro, Junichi Imuta, Hiroaki Tan, Masaharu Ishiguro, Noriaki Kihara, Teruaki Mukaiyama
  • Patent number: 4814500
    Abstract: A novel cyanoguanidine derivative represented by the following general formula (I): ##STR1## wherein X stands for a hydrogen atom, a chlorine atom or a bromine atom, and R stands for a lower alkyl group, is an effective precursor for the synthesis of N-cyano-N'-methyl-N"-(2-(5-methyl-4-imidazolylmethylthio(ethyl)-guanidine (Cimetidine) which has an action of controlling secretion of gastric acid and is valuable as an agent for the remedy of a gastric ulcer.This cyanoguanidine derivative is prepared by reacting a methylvinylketone derivative with a mercaptoguanidine derivative or by reacting an amidinoketone derivative with a halogenating agent.
    Type: Grant
    Filed: September 1, 1987
    Date of Patent: March 21, 1989
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Noriaki Kihara, Teruaki Mukaiyama, Takeshi Ishitoku, Katsuya Takahashi
  • Patent number: 4808726
    Abstract: N-cyano-N'-methyl-N"-(2-(5-methyl-4-imidazolylmethylthio)ethyl)guanidine (Cimetidine), which is valuable as an agent for controlling secretion of gastric acid, is prepared in a high yield by reacting N-cyano-N'-methyl-N"-(2-(butane-2,3-dionyl)thioethyl)-guanidine as the starting compound with an ammonium salt of a carboxylic acid and formaldehyde.
    Type: Grant
    Filed: September 1, 1987
    Date of Patent: February 28, 1989
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Isao Hashimoto, Ikuo Tomino, Houji Kato, Noriaki Kihara, Teruaki Mukaiyama
  • Patent number: 4616092
    Abstract: An optically active or inactive .beta.-formyl-.beta.-hydroxy ester of the formula (1), ##STR1## wherein R.sup.1 represents a C.sub.1 -C.sub.10 alkyl, C.sub.3 -C.sub.10 alkenyl, C.sub.2 -C.sub.10 alkynyl, C.sub.6 -C.sub.14 aryl or C.sub.7 -C.sub.14 aralkyl group, R.sup.2 represents a C.sub.1 -C.sub.4 alkyl group and R.sup.3 represents a hydrogen atom or a C.sub.1 -C.sub.10 alkyl group, and a method for producing the same which comprises reacting an optically active or inactive compound of the formula (2), ##STR2## wherein A represents a C.sub.6 -C.sub.14 aryl group and R.sup.1 is as defined above, with an .alpha.-halo ester of the formula (3), ##STR3## wherein X represents a halogen atom and R.sup.2 and R.sup.3 are as defined above, in the presence of zinc, followed by hydrolysis, or reacting an ester of the formula (4),R.sup.3 CH.sub.2 COOR.sup.2 (4)wherein R.sup.2 and R.sup.
    Type: Grant
    Filed: February 18, 1981
    Date of Patent: October 7, 1986
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Teruaki Mukaiyama, Yoji Sakito, Masatoshi Asami
  • Patent number: 4584387
    Abstract: An optically active or racemic .alpha.-hydroxyaldehyde represented by the general formula (2), ##STR1## wherein R.sub.1 represents a C.sub.6 -C.sub.14 aryl group, C.sub.1 -C.sub.10 alkyl group, C.sub.3 -C.sub.10 alkenyl group, C.sub.2 -C.sub.10 alkynyl group, C.sub.7 -C.sub.14 aralkyl group, or a group containing a functional group in the organic portion of said groups and R.sub.2 represents a C.sub.1 -C.sub.10 alkyl group, C.sub.2 -C.sub.10 alkenyl group, C.sub.2 -C.sub.10 alkynyl group, C.sub.7 -C.sub.14 aralkyl group, C.sub.6 -C.sub.14 aryl group, or a group containing a functional group in the organic portion of these groups, which is an important intermediate for preparation of pharmaceuticals and agricultural chemicals, and prepared by allowing an optically active or racemic compound represented by the general formula (1), ##STR2## (wherein A represents a C.sub.6 -C.sub.14 aryl group or a C.sub.1 -C.sub.4 alkyl or alkoxy group- or halogen-substituted C.sub.6 -C.sub.14 aryl group and R.sub.
    Type: Grant
    Filed: January 13, 1983
    Date of Patent: April 22, 1986
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Teruaki Mukaiyama, Yoji Sakito, Masatoshi Asami
  • Patent number: 4383122
    Abstract: An optically active or racemic .alpha.-hydroxyaldehyde represented by the general formula (2), ##STR1## wherein R.sub.1 represents a C.sub.6 -C.sub.14 aryl group, C.sub.1 -C.sub.10 alkyl group, C.sub.3 -C.sub.10 alkenyl group, C.sub.2 -C.sub.10 alkynyl group, C.sub.7 -C.sub.14 aralkyl group, or a group containing a functional group in the organic portion of said groups and R.sub.2 represents a C.sub.1 -C.sub.10 alkyl group, C.sub.2 -C.sub.10 alkenyl group, C.sub.2 -C.sub.10 alkynyl group, C.sub.7 -C.sub.14 aralkyl group, C.sub.6 -C.sub.14 aryl group, or a group containing a functional group in the organic portion of these groups, which is an important intermediate for preparation of pharmaceuticals and agricultural chemicals, and prepared by allowing an optically active or racemic compound represented by the general formula (1), ##STR2## (wherein A represents a C.sub.6 -C.sub.14 aryl group or a C.sub.1 -C.sub.4 alkyl or alkoxy group- or halogen-substituted C.sub.6 -C.sub.14 aryl group and R.sub.
    Type: Grant
    Filed: April 27, 1981
    Date of Patent: May 10, 1983
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Teruaki Mukaiyama, Yoji Sakito, Masatoshi Asami
  • Patent number: 4337346
    Abstract: An optically active or racemic .alpha.-hydroxyaldehyde represented by the general formula (2), ##STR1## wherein R.sub.1 represents a C.sub.6 -C.sub.14 aryl group, C.sub.1 -C.sub.10 alkyl group, C.sub.3 -C.sub.10 alkenyl group, C.sub.2 -C.sub.10 alkynyl group, C.sub.7 -C.sub.14 aralkyl group, or a group containing a functional group in the organic portion of said groups and R.sub.2 represents a C.sub.1 -C.sub.10 alkyl group, C.sub.2 -C.sub.10 alkenyl group, C.sub.2 -C.sub.10 alkynyl group, C.sub.7-C.sub.14 aralkyl group, C.sub.6 -C.sub.14 aryl group, or a group containing a functional group in the organic portion of these groups, which is an important intermediate for preparation of pharmaceuticals and agricultural chemicals, and prepared by allowing an optically active or racemic compound represented by the general formula (1), ##STR2## (wherein A represents a C.sub.6 -C.sub.14 aryl group or a C.sub.1 -C.sub.4 alkyl or alkoxy group- or halogen-substituted C.sub.6 -C.sub.14 aryl group and R.sub.
    Type: Grant
    Filed: October 30, 1979
    Date of Patent: June 29, 1982
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Teruaki Mukaiyama, Yoji Sakito, Masatoshi Asami
  • Patent number: 4328378
    Abstract: A method for producing optically active or racemic 1,5-dimethyl-6,8-dioxabicyclo[3.2.1]octane characterized by reducing optically active or racemic 2-hydroxy-2,6-dimethyl-6-heptenal and oxidizing the resuling optically active or racemic 2,6-dimethyl-6-heptene-1,2-diol, and optically active or racemic 2,6-dimethyl-6-heptene-1,2-diol.
    Type: Grant
    Filed: February 9, 1981
    Date of Patent: May 4, 1982
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Teruaki Mukaiyama, Yoji Sakito
  • Patent number: 4276217
    Abstract: A method for producing optically active or racemic 1,5-dimethyl-6,8-dioxabicyclo[3.2.1]octane characterized by reducing optically active or racemic 2-hydroxy-2,6-dimethyl-6-heptenal and oxidizing the resulting optically active or racemic 2,6-dimethyl-6-heptene-1,2-diol, and optically active or racemic 2,6-dimethyl-6-heptene-1,2-diol.
    Type: Grant
    Filed: July 21, 1980
    Date of Patent: June 30, 1981
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Teruaki Mukaiyama, Yoji Sakito
  • Patent number: 4206310
    Abstract: An improved process for producing an ester from a carboxylic acid and an alcohol which comprises reacting said carboxylic acid with said alcohol by the use of a 1-substituted-2-halopyridinium salt or a 1-substituted-2-haloquinolinium salt as a condensing agent in the presence of a hydrogen halide captor. According to this process, various esters, even if they have some steric hindrances, may be obtained in good yields.
    Type: Grant
    Filed: September 8, 1978
    Date of Patent: June 3, 1980
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Teruaki Mukaiyama, Masahiro Usui, Kazuhiko Saigo, Eiichiro Shimada
  • Patent number: 4105673
    Abstract: An improved process for producing a large ring lactone which comprises subjecting a hydroxy acid to intramolecular condensation by the use of a 1-substituted-2-halopyridinium salt or a 1-substituted-2-haloquinolinium salt as a condensing agent in the presence of an acid captor in an anhydrous organic solvent. According to this process, a variety of lactones, even complex lactones such as macrolides can be obtained in good yields.
    Type: Grant
    Filed: September 20, 1976
    Date of Patent: August 8, 1978
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Teruaki Mukaiyama, Masahiro Usui, Kazuhiko Saigo
  • Patent number: 3937718
    Abstract: An improved and novel process for the preparation of a carboxylic acid ester which comprises reacting a carboxylic acid with an alcohol or a sulfenic acid ester thereof in the presence of a tertiary phosphine and a disulfide of a mercaptoheterocyclic compound containing a nitrogen-carbon double bond with which the disulfide linkage is conjugated.
    Type: Grant
    Filed: November 17, 1970
    Date of Patent: February 10, 1976
    Assignee: Sankyo Company Limited
    Inventors: Teruaki Mukaiyama, Masaaki Ueki, Rei Matsueda, Hiroshi Maruyama