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公开(公告)号：JP2001048842A
公开(公告)日：2001-02-20
申请号：JP22630599
申请日：1999-08-10
Applicant: AGENCY IND SCIENCE TECHN
Inventor： KAMATA TOSHIHIRO , WASADA NOBUHIDE
IPC: C07D307/46 , B01J27/122 , C07B61/00 , C07C67/00 , C07C67/31 , C07C69/716 , C07C69/738
Abstract: PROBLEM TO BE SOLVED: To obtain the subject new compound having a ketone group and an ester group, and useful as a reaction raw material, etc. for synthesizing various functional materials such as a chiral host compound, etc. SOLUTION: This oxo ester compound is s compound of formula I (R1, R2 are each an aliphatic, aromatic or heterocyclic group). The compound of the formula I is obtained by reacting (A) a lower alkylsulfinyl methyl ketone of formula II (R4 is a lower alkyl) or (B) a lower alkylthioacetal compound of formula III (R3 is H, or an aliphatic, aromatic or heterocyclic group) with (C) a hydroxyl compound of the formula: R2OH (e.g. methanol, t-butanol) in the presence of (D) a copper salt, preferably anhydrous cupric chloride, cupric bromide, copper sulfate, etc., in an organic solvent (e.g. acetonitrile, acetone) at 50-120 deg.C. In the above reaction, it is preferable to set 1-8 in the amount of the component D and 1-7 of the component C based on 1 using amount of the component A or B in molar ratio.
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公开(公告)号：JP2000336056A
公开(公告)日：2000-12-05
申请号：JP14617699
申请日：1999-05-26
Applicant: AGENCY IND SCIENCE TECHN
Inventor： KAMATA TOSHIHIRO
IPC: C07C45/64 , B01J27/055 , B01J27/122 , C07B61/00 , C07C45/71 , C07C49/84
Abstract: PROBLEM TO BE SOLVED: To produce an acetal compound expected to be applied to wide uses, and having an acetal group at the α-position of a ketone group by reacting methylsulfinylmethyl ketone with a hydroxy compound in the presence of a specific solid acid. SOLUTION: Methylsulfinylmethyl ketone of formula I (R1 is an aliphatic group, an aromatic group or a heterocyclic group; and Me is methyl) is reacted with a hydroxy compound of the formula R2OH (R2 is an aliphatic group, an aromatic group or a heterocyclic group) in the presence of a solid acid selected from a silver salt (e.g. silver sulfate), an ion-exchange resin and a sulfated metal oxide (e.g. sulfated zirconia) to provide the objective acetal compound of formula II e.g. a 1,1-dialkoxy-2-oxo compound [e.g. R1 is p-(OMe)phenyl and R2 is n-C3H7].
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公开(公告)号：JP2000281675A
公开(公告)日：2000-10-10
申请号：JP8728199
申请日：1999-03-29
Applicant: AGENCY IND SCIENCE TECHN
Inventor： KAMATA TOSHIHIRO , WASADA NOBUHIDE
IPC: C07D339/00
Abstract: PROBLEM TO BE SOLVED: To obtain a new compound useful as the production raw material of a new polymer such as a polyether, polyester, etc., and the production raw material of a heavy metal-capturing agent, a surfactant, etc. SOLUTION: This compound is 2,15-dithia[4.4](1,8)naphthalenophane of formula I. The compound of the formula I is obtained by reacting (A) a compound of formula II (X is a halogen or solfonyloxy) [e.g.; 1,8-bis(2-bromoethyl) naphthalene] with (B) 1,8-bis(mercaptomethyl)naphthalene in preferably (1:1.05)-(1:1.1) molar ratio in the presence of (C) 1.3-1.7 equivalent ratio alkaline catalyst such as potassium hydroxide based on the component A preferably at a temp. of 10-30 deg.C. The above reaction is performed by mixing a solution obtained by dissolving the components A and B in an organic solvent such as benzene, with an alcoholic solution such as ethanol containing the component C.
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公开(公告)号：JPH03109395A
公开(公告)日：1991-05-09
申请号：JP24860389
申请日：1989-09-25
Applicant: AGENCY IND SCIENCE TECHN
Inventor： GAMA YASUO , KAMATA TOSHIHIRO , ISHIGAMI YUTAKA
Abstract: PURPOSE:To simply obtain the title ester useful as a nonionic surfactant having protein solubilizing ability by treating methyl-alpha-D-glucoside and fatty acid with oxidation-reduction condensing method. CONSTITUTION:(A) Methyl-alpha-D-glucoside expressed by formula I and (B) fatty acid are treated by oxidation-reduction condensation method (2,2'- dipyridyldisulfide/triphenylphosphin) to provide the ester expressed by formula II (R is fatty acid residue). Furthermore, the above-mentioned reaction is preferably carried out using the ingredient B at an amount of 1.2-1.5mol based on 1mol ingredient A and using pyridine as the reaction solvent at 100 deg.C for 8-10hr.
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公开(公告)号：JPH01153655A
公开(公告)日：1989-06-15
申请号：JP31302687
申请日：1987-12-10
Applicant: AGENCY IND SCIENCE TECHN
Inventor： KAMATA TOSHIHIRO , ISHIGAMI YUTAKA , WASADA NOBUHIDE
Abstract: NEW MATERIAL:2-n-Octyl-3-hydroxy-n-dodecanoic acid expressed by formula I (-OR is hydroxyl or alcoholic residue) or an ester thereof. EXAMPLE:Methyl syn-2-n-octyl-3-hydroxy-n-dodecanoate. USE:An immonupotentiator having powerful cell activating action with weak toxicity and raw material for biodegradable surfactants having well balanced lipophilicity and hydrophilicity. PREPARATION:A decanoic acid ester is subjected to thermal condensation reaction to provide a 2-n-octyl-3-oxo-n-dodecanoic acid ester expressed by formula II. The ketone group of the resultant compound is then reduced to afford a 2-n-octyl-3-hydroxy-n-dodecanoic acid ester expressed by formula III, which is then hydrolyzed and, as desired, subsequently esterified to provide the aimed compound expressed by formula I.
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Patent Agency Ranking
公开(公告)号：JPH01149751A
公开(公告)日：1989-06-12
申请号：JP31026887
申请日：1987-12-08
Applicant: AGENCY IND SCIENCE TECHN
Inventor： KAMATA TOSHIHIRO , ISHIGAMI YUTAKA , WASADA NOBUHIDE
Abstract: NEW MATERIAL:A compound shown by formula I (OR is hydroxyl or alcohol residue). USE:An immunoactivator having weak toxicity and strongly activating action on cell. Since the compound has two chain aliphatic groups, the compound is useful as a raw material for biodegradable surfactant having balanced hydrophilic and lipophilic nature. PREPARATION:The ketone group of a 2-n-hexyl-3-oxo-n-decanoic acid ester shown by formula II is reduced to give a 2-n-hexyl-3-hydroxy-n-decanoic acid ester shown by formula 1. Then this ester is treated with an alkali and the ester group is hydrolyzed to give 2-n-hexyl-3-hydroxy-n-decanoic acid. The compound shown by formula II is obtained by condensing an octanoic acid ester in xylene in the presence of sodium hydride under heating.
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公开(公告)号：JP2001072625A
公开(公告)日：2001-03-21
申请号：JP25092999
申请日：1999-09-03
Applicant: AGENCY IND SCIENCE TECHN
Inventor： KAMATA TOSHIHIRO , WASADA NOBUHIDE
Abstract: PROBLEM TO BE SOLVED: To obtain a new dihalogeno compound not only usable as a raw material for producing a compound with a new skeleton but also a raw material for a monomer for producing a polyester, a polyether or the like and further as a raw material for producing a new host compound for molecular recognition. SOLUTION: This new compound is represented by formula I (X is a halogen; R is H, an alkyl, a cycloalkyl, an aryl, a heterocycle, an alkoxy, an aryloxy, sulfonyl, nitro, carboxyl or the like). The compound of formula I is obtained, for example, by reacting a tetramethylnaphthalene derivative of formula II with a halogenation reagent (e.g. N-halogenosuccinimide, concretely N- bromosuccinimide, N-iodosuccinimide or the like) preferably in an organic solvent normally at 25-90 deg.C, preferably 50-80 deg.C for about 2-7 hr.
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公开(公告)号：JP2001055389A
公开(公告)日：2001-02-27
申请号：JP23224299
申请日：1999-08-19
Applicant: AGENCY IND SCIENCE TECHN
Inventor： KAMATA TOSHIHIRO , WASADA NOBUHIDE
IPC: C07D495/06 , C09K3/00
Abstract: PROBLEM TO BE SOLVED: To obtain a new compound useful as a raw material for producing a compound having a new skeleton, a raw material for a monomer of a polysulfide and a polythioester, and a raw material for producing a surfactant and a heavy metal scavenger. SOLUTION: This new compound is represented by formula I (R is H, an alkyl, a cycloalkyl or the like). The compound of formula I is obtained by treating a compound of formula II (e.g. tetrathiol) with an oxidizer such as ferric chloride in an organic solvent such as acetone usually at 10-50 deg.C generally for 20-30 hr. It is effective that the treatment is carried out while always stirring the reaction mixture. After finishing the treatment, an undissolved material is removed from the reaction liquid by filtration, and the filtrate is treated by a conventional method to provide the objective compound of formula I.
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公开(公告)号：JP2000336047A
公开(公告)日：2000-12-05
申请号：JP14900699
申请日：1999-05-28
Applicant: AGENCY IND SCIENCE TECHN
Inventor： KAMATA TOSHIHIRO , WASADA NOBUHIDE
Abstract: PROBLEM TO BE SOLVED: To obtain a new compound having a highly deformed structure composed of peri-positions specific to a naphthalene ring and the distortion of cyclopropane rings and useful for the development of a new polymer and a new chiral host compound. SOLUTION: This new compound is expressed by formula I and is obtained by treating a tetrasubstitution product of naphtho[1,8']cyclooctene of formula II (wherein R is sulfonyloxy or a halogen) with a cyclocondensing agent (e.g. a metal iodide, a metal alkoxide). The reaction is conducted by adding the compound of formula II and the cyclocondensing agent to an organic solvent (e.g. an alcoholic solvent) to form a mixed liquor and by heating the liquor (at >=90 deg.C for 1-7 h.) in a nitrogen atmosphere to perform a cyclocondensation reaction. After the end of the reaction, a crude reaction product is obtained by extraction treatment and is purified by recrystallization to obtain the objective compound.
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公开(公告)号：JP2000327655A
公开(公告)日：2000-11-28
申请号：JP13990799
申请日：1999-05-20
Applicant: AGENCY IND SCIENCE TECHN
Inventor： KAMATA TOSHIHIRO
IPC: C07D307/46 , B01J27/053 , B01J27/055 , B01J31/08 , C07B61/00 , C07C319/14 , C07C323/22
Abstract: PROBLEM TO BE SOLVED: To obtain the subject compound by a method having no problem of waste liquor and ready post-treatment after a reaction by reacting a methylsulfinylmethyl ketone with a hydroxy compound in the presence of a specific catalyst. SOLUTION: A methylsulfinylmethyl ketone of formula I (R1 is an aliphatic group, an aromatic group or a heterocyclic group; Me is methyl) is reacted with a hydroxy compound of the formula R2OH (R2 is as shown for R1) (e.g. an aliphatic, an alicyclic alcohol, an aryl alcohol, etc.), in the presence of at least one catalyst selected from a silver ion, an acidic ion exchange resin and a sulfated metal oxide (e.g. silver ion, acidic ion exchange resin, sulfated metal oxide, sulfated alumina, sulfated stannic oxide, etc.), to give the objective compound of formula II. The reaction is carried out preferably in a solvent in the molar ratio of the compound of formula I to the hydroxy compound of 1:3 to 1:10 at 60-100 deg.C generally for 6-20 hours. The amount of the catalyst used is generally 0.3-1:1 by weight ratio of the catalyst to the compound of formula I.
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