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).
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Patent number: 8609886Abstract: 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: GrantFiled: January 8, 2010Date of Patent: December 17, 2013Assignee: Kuraray Co., Ltd.Inventors: Kei Miyoshi, Goro Asanuma
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Publication number: 20120029229Abstract: 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: ApplicationFiled: January 8, 2010Publication date: February 2, 2012Applicant: KURARAY CO., LTD.Inventors: Kei Miyoshi, Goro Asanuma
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Patent number: 6350876Abstract: 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: GrantFiled: December 7, 2000Date of Patent: February 26, 2002Assignee: Kuraray Co., Ltd.Inventors: Ken-ichi Koyakumaru, Takashi Sugioka, Tomoya Kuwayama, Goro Asanuma
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Patent number: 6342606Abstract: 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-1Type: GrantFiled: May 23, 2001Date of Patent: January 29, 2002Assignee: Kuraray Co., Ltd.Inventors: Hideki Matsuda, Goro Asanuma, Takanobu Shin, Manzo Shiono, Shigeki Kikuyama
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Publication number: 20010051726Abstract: 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: ApplicationFiled: December 7, 2000Publication date: December 13, 2001Applicant: KURARAY CO., LTD.Inventors: Ken-Ichi Koyakumaru, Takashi Sugioka, Tomoya Kuwayama, Goro Asanuma
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Publication number: 20010031871Abstract: A pyridine alcohol derivative represented by General Formula III 1Type: ApplicationFiled: May 23, 2001Publication date: October 18, 2001Applicant: KURARAY CO., LTD.Inventors: Hideki Matsuda, Goro Asanuma, Takanobu Shin, Manzo Shiono, Shigeki Kikuyama
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Patent number: 6265580Abstract: 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 aType: GrantFiled: March 17, 2000Date of Patent: July 24, 2001Assignee: Kuraray Co., Ltd.Inventors: Hideki Matsuda, Goro Asanuma, Takanobu Shin, Manzo Shiono, Shigeki Kikuyama
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Patent number: 6245927Abstract: 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: GrantFiled: April 11, 2000Date of Patent: June 12, 2001Assignee: Kuraray Co., Ltd.Inventors: Hideki Matsuda, Goro Asanuma, Manzo Shiono
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Patent number: 6222057Abstract: 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: GrantFiled: April 7, 2000Date of Patent: April 24, 2001Assignee: Kuraray Co., Ltd.Inventors: Hideki Matsuda, Goro Asanuma, Manzo Shiono
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Patent number: 6197962Abstract: 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: GrantFiled: January 25, 1999Date of Patent: March 6, 2001Assignee: Kuraray Co., Ltd.Inventors: Ken-ichi Koyakumaru, Takashi Sugioka, Tomoya Kuwayama, Goro Asanuma
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Patent number: 6180835Abstract: 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: GrantFiled: February 5, 1999Date of Patent: January 30, 2001Assignee: Kuraray Co., Ltd.Inventors: Goro Asanuma, Kazuya Takaki, Shigeo Ohzono, Manzo Shiono
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Patent number: 6118005Abstract: 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: GrantFiled: May 6, 1998Date of Patent: September 12, 2000Assignee: Kuraray Co., Ltd.Inventors: Tomoya Kuwayama, Shinichi Inoue, Goro Asanuma, Manzo Shiono
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Patent number: 6111111Abstract: 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: GrantFiled: October 21, 1998Date of Patent: August 29, 2000Assignee: Kuraray Co., Ltd.Inventors: Hideki Matsuda, Goro Asanuma, Takanobu Shin, Manzo Shiono, Shigeki Kikuyama
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Patent number: 6103921Abstract: 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: GrantFiled: January 5, 1999Date of Patent: August 15, 2000Assignee: Kuraray Co., Ltd.Inventors: Hideki Matsuda, Goro Asanuma, Manzo Shiono
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Patent number: 5955627Abstract: 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: GrantFiled: December 12, 1997Date of Patent: September 21, 1999Assignee: Kuraray Co., Ltd.Inventors: Makoto Nakazawa, Toshimichi Mitani, Yoichi Satake, Shigeo Oozono, Goro Asanuma, Manzo Shiono
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Patent number: 5894073Abstract: 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: GrantFiled: February 21, 1997Date of Patent: April 13, 1999Assignee: Kuraray Co., Ltd.Inventors: Hideki Matsuda, Goro Asanuma, Manzo Shiono
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Patent number: 5714645Abstract: 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: GrantFiled: October 29, 1996Date of Patent: February 3, 1998Assignee: Kuraray Co., Ltd.Inventors: Goro Asanuma, Yoshin Tamai, Koichi Kanehira
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Patent number: 5347048Abstract: 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: GrantFiled: September 7, 1993Date of Patent: September 13, 1994Assignee: Kuraray Co., Ltd.Inventors: Goro Asanuma, Yoshin Tamai
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Patent number: 5290955Abstract: (-)-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: GrantFiled: December 23, 1992Date of Patent: March 1, 1994Assignee: Kuraray Co., Ltd.Inventors: Goro Asanuma, Yoshin Tamai
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Patent number: 5185470Abstract: 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: GrantFiled: February 5, 1992Date of Patent: February 9, 1993Assignee: Kuraray Company, Ltd.Inventors: Goro Asanuma, Yoshin Tamai