Patents by Inventor Goro Asanuma

Goro Asanuma 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: 8609886
    Abstract: An industrially advantageous method for producing a high purity terminal olefin is disclosed, comprising the steps of (a) contacting a mixture comprising a terminal olefin represented by formula (1): and one or more corresponding internal olefins as impurities, with a brominating agent in the presence of water or an alcohol, to convert the internal olefin(s) to compound(s) having a higher boiling point than the terminal olefin; and (b) purifying the terminal olefin by distillation from the reaction mixture.
    Type: Grant
    Filed: January 8, 2010
    Date of Patent: December 17, 2013
    Assignee: Kuraray Co., Ltd.
    Inventors: Kei Miyoshi, Goro Asanuma
  • Publication number: 20120029229
    Abstract: An industrially advantageous method for producing a high purity terminal olefin is disclosed, comprising the steps of (a) contacting a mixture comprising a terminal olefin represented by formula (1): and one or more corresponding internal olefins as impurities, with a brominating agent in the presence of water or an alcohol, to convert the internal olefin(s) to compound(s) having a higher boiling point than the terminal olefin; and (b) purifying the terminal olefin by distillation from the reaction mixture.
    Type: Application
    Filed: January 8, 2010
    Publication date: February 2, 2012
    Applicant: KURARAY CO., LTD.
    Inventors: Kei Miyoshi, Goro Asanuma
  • Patent number: 6350876
    Abstract: 2-Sulfonylpyridine derivatives can be industrially produced efficiently by reacting a sulfonyl cyanide derivative with an &agr;,&bgr;-unsaturated carbonyl compound and a 2-{[(2-pyridyl)methyl]thio}-1H-benzimidazole skeleton can be formed in one step in a good yield by reacting this type of the 2-sulfonylpyridine derivative with a 2-methylthio-1H-benzimidazole derivative in the presence of an organolithium compound.
    Type: Grant
    Filed: December 7, 2000
    Date of Patent: February 26, 2002
    Assignee: Kuraray Co., Ltd.
    Inventors: Ken-ichi Koyakumaru, Takashi Sugioka, Tomoya Kuwayama, Goro Asanuma
  • Patent number: 6342606
    Abstract: A pyridine alcohol derivative represented by General Formula III (where A represents a divalent organic group which may contain one to three oxygen atoms, nitrogen atoms and/or sulfur atoms, wherein A may form a 5-, 6-, 7-, or 8-membered ring together with two bonded carbon atoms, where said ring may form a condensed ring with one or more additional rings; R6 represents a hydrogen atom, —CHR1R2, or an alkenyl group, an aryl group or an aralkyl group which may be substituted; R1 and R2 each independently represent a hydrogen atom or a hydrocarbon group which may be substituted; and R represents a hydrogen atom, an alkyl group, an alkenyl group, an aryl group or an aralkyl group which may be substituted), is produced by: reacting a pyridine ester derivative represented by General Formula I-1
    Type: Grant
    Filed: May 23, 2001
    Date of Patent: January 29, 2002
    Assignee: Kuraray Co., Ltd.
    Inventors: Hideki Matsuda, Goro Asanuma, Takanobu Shin, Manzo Shiono, Shigeki Kikuyama
  • Publication number: 20010051726
    Abstract: 2-Sulfonylpyridine derivatives can be industrially produced efficiently by reacting a sulfonyl cyanide derivative with an &agr;,&bgr;-unsaturated carbonyl compound and a 2-{[(2-pyridyl)methyl]thio}-1H-benzimidazole skeleton can be formed in one step in a good yield by reacting this type of the 2-sulfonylpyridine derivative with a 2-methylthio-1H-benzimidazole derivative in the presence of an organolithium compound.
    Type: Application
    Filed: December 7, 2000
    Publication date: December 13, 2001
    Applicant: KURARAY CO., LTD.
    Inventors: Ken-Ichi Koyakumaru, Takashi Sugioka, Tomoya Kuwayama, Goro Asanuma
  • Publication number: 20010031871
    Abstract: A pyridine alcohol derivative represented by General Formula III 1
    Type: Application
    Filed: May 23, 2001
    Publication date: October 18, 2001
    Applicant: KURARAY CO., LTD.
    Inventors: Hideki Matsuda, Goro Asanuma, Takanobu Shin, Manzo Shiono, Shigeki Kikuyama
  • Patent number: 6265580
    Abstract: A pyridine alcohol derivative represented by General Formula III (where A represents a divalent organic group which may contain one to three oxygen atoms, nitrogen atoms and/or sulfur atoms, wherein A may form a 5-, 6-, 7-, or 8-membered ring together with two bonded carbon atoms, where said ring may form a condensed ring with one or more additional rings; R5 represents a hydrogen atom, —CHR1R2, or an alkenyl group, an aryl group or an aralkyl group which may be substituted; R1 and R2 each independently represent a hydrogen atom or a hydrocarbon group which may be substituted; and R6 represents a hydrogen atom, an alkyl group, an alkenyl group, an aryl group or an aralkyl group which may be substituted), is produced by: reacting a pyridine ester derivative represented by General Formula I-1  (where Z1 represents —COX; X represents an alkoxyl group, an alkenyloxy group, an aryloxy group or an aralkyloxy group which may be substituted; and A is the same as a
    Type: Grant
    Filed: March 17, 2000
    Date of Patent: July 24, 2001
    Assignee: Kuraray Co., Ltd.
    Inventors: Hideki Matsuda, Goro Asanuma, Takanobu Shin, Manzo Shiono, Shigeki Kikuyama
  • Patent number: 6245927
    Abstract: According to the present invention, provided are (1) a process for the preparation of 2-chloro-5-chloromethyl-1,3-thiazole, by reacting 3- chloro-1-isothiocyanato-1-propene with a chlorinating agent, (2) a process for the preparation of 3-chloro-1-isocyanato-1-propene, by rearranging 3-chloro-1-thiocyanato-2-propene in the presence of a salt of one or more than one metal selected from the group consisting of metals belonging to Group 2A, Group 7A, Group 8 and Group 1B of the long-form periodic table, and (3) a process for the preparation of 3-chloro-1-thiocyanato-2-propene, by reacting 1,3-dichloropropene and a thiocyanate salt (a) in the presence of water, (b) in the presence of an organic solvent which is water-soluble and has a boiling point of 150° C. or lower, or (c) in an organic solvent in the presence of a phase transfer catalyst.
    Type: Grant
    Filed: April 11, 2000
    Date of Patent: June 12, 2001
    Assignee: Kuraray Co., Ltd.
    Inventors: Hideki Matsuda, Goro Asanuma, Manzo Shiono
  • Patent number: 6222057
    Abstract: According to the present invention, provided are (1) a process for the preparation of 2-chloro-5-chloromethyl-1,3-thiazole, by reacting 3-chloro-1-isothiocyanato-1-propene with a chlorinating agent, (2) a process for the preparation of 3-chloro-1-isocyanato-1-propene, by rearranging 3-chloro-1-thiocyanato-2-propene in the presence of a salt of one or more than one metal selected from the group consisting of metals belonging to Group 2A, Group 7A, Group 8 and Group 1B of the long-form periodic table, and (3) a process for the preparation of 3-chloro-1-thiocyanato-2-propene, by reacting 1,3-dichloropropene and a thiocyanate salt (a) in the presence of water, (b) in the presence of an organic solvent which is water-soluble and has a boiling point of 150° C. or lower, or (c) in an organic solvent in the presence of a phase transfer catalyst.
    Type: Grant
    Filed: April 7, 2000
    Date of Patent: April 24, 2001
    Assignee: Kuraray Co., Ltd.
    Inventors: Hideki Matsuda, Goro Asanuma, Manzo Shiono
  • Patent number: 6197962
    Abstract: 2-Sulfonylpyridine derivatives can be industrially produced efficiently by reacting a sulfonyl cyanide derivative with an &agr;, &bgr;-unsaturated carbonyl compound and a 2-{[(2-pyridyl)methyl]thio}-1H-benzimidazole skeleton can be formed in one step in a good yield by reacting this type of the 2-sulfonylpyridine derivative with a 2-methylthio-1H-benzimidazole derivative in the presence of an organolithium compound.
    Type: Grant
    Filed: January 25, 1999
    Date of Patent: March 6, 2001
    Assignee: Kuraray Co., Ltd.
    Inventors: Ken-ichi Koyakumaru, Takashi Sugioka, Tomoya Kuwayama, Goro Asanuma
  • Patent number: 6180835
    Abstract: A cyclopropylacetylene derivative of the formula (V): is prepared by reacting a propynol derivative of the formula (I): with a propane derivative of the formula (VI): in the presence of a base in an amount of 2 or more equivalents relative to the propynol derivative to give a cyclopropane derivative of the formula (III): deprotecting the protecting group for the hydroxyl group of the cyclopropane derivative to give a cyclopropylpropynol derivative of the formula (IV): and subjecting the cyclopropylpropynol derivative to retro-ethynylation. In the above formulas R1, R2, R3, R4 and R5 represent hydrogen; or an alkyl, alkenyl, aryl or aralkyl group, each of which may have a substituent, R6 and R7 is hydrogen; or an alkyl, alkenyl, aryl or aralkyl group, each of which may have a substituent, or R6 and R7 taken together form a ring, R8 is a protecting group for the hydroxyl group and X and Y are each a leaving group.
    Type: Grant
    Filed: February 5, 1999
    Date of Patent: January 30, 2001
    Assignee: Kuraray Co., Ltd.
    Inventors: Goro Asanuma, Kazuya Takaki, Shigeo Ohzono, Manzo Shiono
  • Patent number: 6118005
    Abstract: A process for preparing halogenopyridine derivatives represented by the general formula (II) ##STR1## wherein X and Y each independently represent a halogen atom, comprises reacting a halogeno-2-sulfonylpyridine derivative represented by the general formula (I) ##STR2## wherein X is as defined above and R.sup.1 represents an alkyl group etc., with a halogenating agent.The halogenopyridine derivatives can be produced with high purity and in a simple and easy and industrially advantageous manner.
    Type: Grant
    Filed: May 6, 1998
    Date of Patent: September 12, 2000
    Assignee: Kuraray Co., Ltd.
    Inventors: Tomoya Kuwayama, Shinichi Inoue, Goro Asanuma, Manzo Shiono
  • Patent number: 6111111
    Abstract: A pyridine alcohol derivative represented by General Formula III ##STR1## (where A represents a divalent organic group which may contain one to three oxygen atoms, nitrogen atoms and/or sulfur atoms, wherein A may form a 5-, 6-, 7-, or 8-membered ring together with two bonded carbon atoms, where said ring may form a condensed ring with one or more additional rings; R.sup.5 represents a hydrogen atom, --CHR.sup.1 R.sup.2, or an alkenyl group, an aryl group or an aralkyl group which may be substituted; R.sup.1 and R.sup.2 each independently represent a hydrogen atom or a hydrocarbon group which may be substituted; and R.sup.6 represents a hydrogen atom, an alkyl group, an alkenyl group, an aryl group or an aralkyl group which may be substituted), is produced by:reacting a pyridine ester derivative represented by General Formula I-1 ##STR2## (where Z.sup.
    Type: Grant
    Filed: October 21, 1998
    Date of Patent: August 29, 2000
    Assignee: Kuraray Co., Ltd.
    Inventors: Hideki Matsuda, Goro Asanuma, Takanobu Shin, Manzo Shiono, Shigeki Kikuyama
  • Patent number: 6103921
    Abstract: According to the present invention, provided are(1) a process for the preparation of 2-chloro-5-chloromethyl-1,3-thiazole, by reacting 3-chloro-1-isothiocyanato-1-propene with a chlorinating agent,(2) a process for the preparation of 3-chloro-1-isocyanato-1-propene, by rearranging 3-chloro-1-thiocyanato-2-propene in the presence of a salt of one or more than one metal selected from the group consisting of metals belonging to Group 2A, Group 7A, Group 8 and Group 1B of the long-form periodic table, and(3) a process for the preparation of 3-chloro-1-thiocyanato-2-propene, by reacting 1,3-dichloropropene and a thiocyanate salt(a) in the presence of water,(b) in the presence of an organic solvent which is water-soluble and has a boiling point of 150.degree. C. or lower, or(c) in an organic solvent in the presence of a phase transfer catalyst.
    Type: Grant
    Filed: January 5, 1999
    Date of Patent: August 15, 2000
    Assignee: Kuraray Co., Ltd.
    Inventors: Hideki Matsuda, Goro Asanuma, Manzo Shiono
  • Patent number: 5955627
    Abstract: According to the present invention, a process for the preparation of a cyclopropylacetylene derivative represented by the following formula (III): ##STR1## is provided, which comprises reacting a cyclopropylacrylic acid derivative represented by the following formula (I): ##STR2## with a halogenating agent to obtain a halogenocyclopropylpropionic acid derivative represented by the following formula (II): ##STR3## and reacting the halogenocyclopropylpropionic acid derivative with a base.
    Type: Grant
    Filed: December 12, 1997
    Date of Patent: September 21, 1999
    Assignee: Kuraray Co., Ltd.
    Inventors: Makoto Nakazawa, Toshimichi Mitani, Yoichi Satake, Shigeo Oozono, Goro Asanuma, Manzo Shiono
  • Patent number: 5894073
    Abstract: According to the present invention, provided are(1) a process for the preparation of 2-chloro-5-chloromethyl-1,3-thiazole, by reacting 3-chloro-1-isothiocyanato-1-propene with a chlorinating agent,(2) a process for the preparation of 3-chloro-1-isocyanato-1-propene, by rearranging 3-chloro-1-thiocyanato-2-propene in the presence of a salt of one or more than one metal selected from the group consisting of metals belonging to Group 2A, Group 7A, Group 8 and Group 1B of the long-form periodic table, and(3) a process for the preparation of 3-chloro-1-thiocyanato-2-propene, by reacting 1,3-dichloropropene and a thiocyanate salt(a) in the presence of water,(b) in the presence of an organic solvent which is water-soluble and has a boiling point of 150.degree. C. or lower, or(c) in an organic solvent in the presence of a phase transfer catalyst.
    Type: Grant
    Filed: February 21, 1997
    Date of Patent: April 13, 1999
    Assignee: Kuraray Co., Ltd.
    Inventors: Hideki Matsuda, Goro Asanuma, Manzo Shiono
  • Patent number: 5714645
    Abstract: An all trans-form polyprenol is obtained by;(A) subjecting a 3,7-dimethyl-6-hydroxy-7-octen-1-ol derivative to five-carbon lengthening reaction m-times which comprises reacting with 2-methyl-3,3-dimethoxy-1-butene and reducing the carbonyl group of the resulting compound, to obtain an allyl alcohol derivative;(B) halogenating the hydroxyl group of the allyl alcohol derivative to convert it to form an allyl halide derivative;(C) allowing the allyl halide derivative to react with a polyisoprenyl sulfone derivative to form a sulfonated polyprenol derivative; and(D) subjecting the sulfonated polyprenol derivative to desulfonylation to obtain the all trans-form polyprenol.
    Type: Grant
    Filed: October 29, 1996
    Date of Patent: February 3, 1998
    Assignee: Kuraray Co., Ltd.
    Inventors: Goro Asanuma, Yoshin Tamai, Koichi Kanehira
  • Patent number: 5347048
    Abstract: A process for producing (.+-.)-2,2,2,5a-tetramethyl-1-(carboxymethyl)-2-hydroxydecalin, comprising the steps of allowing a carbonate of dihydro-.beta.-vinyl-ionol to react with carbon monoxide in the presence of a palladium catalyst to form .beta.-monocyclohomofarnesic acid, cyclizing said .beta.-monocyclohomofarnesic acid in the presence of an acid catalyst to form (.+-.)-norambreinolid, and hydrolyzing said (.+-.)-norambreinolide to form (.+-.)-2,5,5,8a-tetramethyl-1-(carboxymethyl)-2-hydroxydecalin.
    Type: Grant
    Filed: September 7, 1993
    Date of Patent: September 13, 1994
    Assignee: Kuraray Co., Ltd.
    Inventors: Goro Asanuma, Yoshin Tamai
  • Patent number: 5290955
    Abstract: (-)-2,5,5,8a-Tetramethyl-1-(carboxymethyl)-2-hydroxydecalin is subjected to lactonization by dehydration to form decahydro-3a,6,6,9a-tetramethyl(3a.alpha.,5a.beta.,9a.alpha.,9b.beta.)-(+) -naphtho[2,1-b]furan-2(1H)-one, which is then reduced with a metal hydride to convert it into (-)-2,5,5,8a-tetramethyl-1-(carboxymethyl)-2-hydroxydecalin, followed by dehydrative cyclization to give L-ambrox.The (-)-2,5,5,8a-tetramethyl-1-(carboxymethyl)-2-hydroxydecalin is produced from its racemic mixture. The resolution is performed using a 1-(aryl)ethylamine. The starting material for the synthesis is beta-ionone.
    Type: Grant
    Filed: December 23, 1992
    Date of Patent: March 1, 1994
    Assignee: Kuraray Co., Ltd.
    Inventors: Goro Asanuma, Yoshin Tamai
  • Patent number: 5185470
    Abstract: Provided is a process which comprises conducting the ring-closure of pseudoirone in the presence of chlorosulfonic acid, which is inexpensive, to obtain in a high yield the .alpha.-cis form of irone, which has nearly the same fragrance as that of natural irones.
    Type: Grant
    Filed: February 5, 1992
    Date of Patent: February 9, 1993
    Assignee: Kuraray Company, Ltd.
    Inventors: Goro Asanuma, Yoshin Tamai