公开(公告)号：JPS58116468A

公开(公告)日：1983-07-11

申请号：JP21380981

申请日：1981-12-28

Applicant: TORAY INDUSTRIES

Inventor： SATOU HARUYO ,  IMAMURA SHINZOU

IPC: C07D223/12

Abstract: NEW MATERIAL:The optically active alpha-monoalkylamino-epsilon-caprolactam of formulaI (R is methyl, ethyl or propyl) and its salt. EXAMPLE:(-)-alpha-Monomethylamino-epsilon-caprolactam. USE:A basic resolving agent. It has excellent salt-forming property, crystallinity, stability and handleability, and is low cost. PROCESS:The compound of formulaIcan be prepared by (1) reacting alpha-amino- epsilon-caprolactam with benzaldehyde, (2) reacting the resultant alpha-phenylmethyleneamino-epsilon-caprolactam of formula II with an alkylation agent (e.g. methyl iodide, ethyl bromide, etc.), and (3) hydrolyzing the product in the presence of an acid such as hydrochloric acid, sulfuric acid, etc. The N -position of the alpha-amino-epsilon caprolactam can be selectively monoalkylated.

公开(公告)号：JPS58953A

公开(公告)日：1983-01-06

申请号：JP9829281

申请日：1981-06-26

Applicant: TORAY INDUSTRIES

Inventor： SATOU HARUYO ,  IMAMURA SHINZOU

IPC: C07C255/28 ,  C07C67/00 ,  C07C253/00 ,  C07C255/61

Abstract: PURPOSE:To prepare the titled compound useful as a synthetic intermediate of amino acid, with simplified process, in high yield, by reacting N-(diphenylmethylene)glycinonitrile with an acrylic acid ester. CONSTITUTION:The 4-cyano-4-diphenylmethyleneaminobutyric acid ester of formula III can be prepared by reacting N-(diphenylmethylene)glycinonitrile of formulaIwith an acrylic acid ester of formula II (R is 1-4 C alkyl) in a solvent, preferably in a binary-phase solvent system containing a phase-transfer catalyst, in the presence of a base at 0-80 deg.C, preferably 0-40 deg.C. The compound of formula III can be converted to 4-amino-4-cyanobutyric acid ester of formula IV by acid hydrolysis, and to 4-cyano-4-diphenylmethyleneaminobutyric acid of formula V by alkali hydrolysis. The 4-amino-4-cyanobutyric acid of formula VI can be obtained by the alkali hydrolysis of the former compound or by the acid hydrolysis of the latter compound.

公开(公告)号：JPS57156453A

公开(公告)日：1982-09-27

申请号：JP4165781

申请日：1981-03-24

Applicant: TORAY INDUSTRIES

Inventor： SATOU HARUYO ,  IMAMURA SHINZOU

IPC: C07C255/61 ,  C07C67/00 ,  C07C241/00 ,  C07C251/24 ,  C07C253/00 ,  C07C255/27 ,  C07C255/28

Abstract: NEW MATERIAL:The compound of formulaI[R and R are group of formula II (R is 1-4C alkyl), -CN, or group of formula III]. EXAMPLE:N-(Diphenylmethylene)-1,3-bis(ethoxycarbonyl)propylamine. USE:Intermediate for the preparation of amino acid. Especially useful as an intermediate for the preparation of glutamine and glutamic acid. PROCESS:The compound of formulaIcan be prepared by reacting e.g. a Schiff base of formula IV[e.g. N-(diphenylmethylene)glycine methyl ester, N-(diphenylmethylene)glycine ethyl ester, etc.]with a vinyl compound of formula V (e.g. methyl acrylate, ethyl acrylate, etc.) in an organic solvent such as dichloromethane in the presence of NaOH, etc., preferably at normal temperature and pressure. The compound of formulaIcan be converted to glutamine, etc. by acid hydrolysis, alkali hydrolysis, etc.

公开(公告)号：JPS56138171A

公开(公告)日：1981-10-28

申请号：JP4047080

申请日：1980-03-31

Applicant: TORAY INDUSTRIES

Inventor： IMAMURA SHINZOU ,  KURAMOTO HIROYOSHI ,  SATOU HARUYO

IPC: C07D209/20

Abstract: PURPOSE:To obtain the titled compound which is an intermediate for tryptophan in high yiled under mild conditions, by reacting an N-(substituted methylene)glycine ester with a (3-indolylmethyl)trialkylammonium salt as raw materials. CONSTITUTION:An N-(substituted methylene)glycine ester of formula I [R and R are H, alkyl, (un)substituted aryl or (non)cyclic thioketal residue; R is ester residue] is reacted with a (3-indolylmethyl)trialkylammonium salt of formula II (R , R and R are alkyl; X is halide ion, sulfate ion, alkylsulfate ion, hydrogensulfate ion, hydroxyl ion, etc.) to give an N-(substituted methylene)tryptophan ester of formula III. The raw materials of formulas I and II are readily obtained in high yield. The reaction is preferably carried out in a homogeneous solvent and between two phases of solvents. The compound of formula III is hydrolyzed to afford tryptophan readily.

公开(公告)号：JPS5592734A

公开(公告)日：1980-07-14

申请号：JP85679

申请日：1979-01-05

Applicant: TORAY INDUSTRIES

Inventor： NAKADA MINORU ,  SATOU HARUYO ,  IMAMURA SHINZOU

IPC: C08G69/00 ,  C08G69/14

Abstract: PURPOSE:The title polymer having a high relative viscosity, readily soluble in cold water, methanol, and chloroform, swelling in benzene, slightly soluble in warm water, consisting of repeating units having a specific structure. CONSTITUTION:A polymer obtained by polymerizing alpha-(N,N-dimethylamino)-epsilon- caprolactam in the presence of an anionic polymerization catalyst, e.g. metallic sodium or potassium, and a co-catalyst, e.g. N-acetyl-epsilon-caprolactam, at 130-250 deg.C. The polymer has a relative viscosity >=1.5, preferably 2-5. USE:Adhesives, sizes, coating materials, paper strength improvers, and resins for printing plates.

公开(公告)号：JPS5528939A

公开(公告)日：1980-02-29

申请号：JP10196278

申请日：1978-08-22

Applicant: TORAY INDUSTRIES

Inventor： SATOU HARUYO ,  IMAMURA SHINZOU

IPC: C07D223/12 ,  H01M8/04 ,  H01M8/22

Abstract: PURPOSE:To obtain the title compound useful as raw materials for polymers, curing accelerators for epoxy resins, pesticides, and their intermediates, in a high selectivity, by reacting the amino group of alpha-amino-epsilon-caprolactam with an epoxy compound readily. CONSTITUTION:alpha-Amino-epsilon-caprolactam, obtained by amination of alpha-chloro-epsilon-capolactam, is reacted with an epoxy compound of formula I: [R is H, lower alkyl, lower halogenated alkyl, methylol, or group formula IV(R is H, alkyl, acrylate, or methacrylate group)], e.g. ethylene oxide, in a solvent, e.g. water or chloroform, at 20-150 deg.C to give the title compound of formula II: (R is formula III; R is H or formula III).

公开(公告)号：JPH10251189A

公开(公告)日：1998-09-22

申请号：JP309798

申请日：1998-01-09

Applicant: TORAY INDUSTRIES

Inventor： FUNABASHI KEIKO ,  SATOU HARUYO

IPC: C07C45/78 ,  C07C45/86 ,  C07C49/395 ,  C07C49/403 ,  C07C49/413 ,  C07C49/517

Abstract: PROBLEM TO BE SOLVED: To provide a method for enabling the preservation of a chemically and optically unstable optically active α-substituted cyclic ketone stably by mixing the same with a solvent not containing an element of a halogen, etc. SOLUTION: This method for preserving an optically active α-substituted cyclic ketone is to preserve an optically active α-substituted cyclic ketone expressed by the formula [(n) is 0-3; R is a 1-8C alkoxy or an alkyl] by bringing the same in coexistence with a solvent not containing a halogen element such as a hydrocarbon, an ether or a ketone, under an inert gas atmosphere not containing oxygen, not causing a contact with a metal such as iron, manganese, nickel, copper and zinc, and their alloys, or by using a method combined with the above method. The compound of the formula is useful as a raw material of a medicine or an agrochemical material. Thereby, e.g. in the case of preserving the compound at 10 deg.C for 6 month, it is possible to attain

公开(公告)号：JPH10204018A

公开(公告)日：1998-08-04

申请号：JP32319497

申请日：1997-11-25

Applicant: TORAY INDUSTRIES

Inventor： SATOU HARUYO ,  FUNABASHI KEIKO

IPC: C07B53/00 ,  C07B61/00 ,  C07C45/29 ,  C07C45/30 ,  C07C49/385 ,  C07C49/517

Abstract: PROBLEM TO BE SOLVED: To obtain the subject compound useful as a raw material of a medicine and an agrochemical by reacting a specific optically active alicyclic alcohol with an alkaline metal hypohalite, etc., and making the resultant reaction solution basic. SOLUTION: The objective compound having high purity and excellent storage stability and is obtained by transforming an optically active alicyclic alcohol of formula I R is a 1-4C alkyl or a 1-4C alkoxy; (n) is 0-3} (e.g. 2- methoxycyclohexanol) to an optically active alicyclic ketone of formula II (e.g. 2-methoxycyclohexanone) by reacting with an alkaline metal hypohalite or an alkaline earth metal hypohalite in an amount of 0.5-2 equivalent in an acidic solution (an aqueous of sulfuric acid) in an amount of 0.1-3 equivalent, both based on the alicyclic alcohol, adding alkaline metal hydroxides to make the resultant reaction solution basic (pH 7.1-10), holding the solution at 0-40 deg.C for 0.01-5hrs, isolating and distilling.

公开(公告)号：JPH10139732A

公开(公告)日：1998-05-26

申请号：JP22402597

申请日：1997-08-20

Applicant: TORAY INDUSTRIES

Inventor： SATOU HARUYO ,  NAKAI SAKIE

IPC: B01J27/128 ,  C07B53/00 ,  C07B57/00 ,  C07B61/00 ,  C07C67/08 ,  C07C69/708

Abstract: PROBLEM TO BE SOLVED: To obtain the subject compound useful as a raw material to prepare an optically active secondary alcohol used as an important raw material for medicines and agrochemicals by a highly selective and commercially simple method using a tartaric acid derivative anhydride and a racemic secondary alcohol as the feedstocks. SOLUTION: This tartaric ester shown by formula III is produced by reacting a tartaric acid derivative anhydride of formula I (R and R are each a 1-4C alkyl, phenyl, etc.) with a racemic secondary alcohol of formula II (R and R are each a 1-4C alkyl, phenyl, etc.) in the presence of a Lewis acid catalyst. The Lewis acid to be used is preferably iron chloride in terms of operability, wherein its quantity to be used is 0.01-20mol%, preferably 0.1-10mol% based on the compound of formula II. The reaction temperature is 0-150 deg.C, preferably room temperature to 120 deg.C.

公开(公告)号：JPH09124595A

公开(公告)日：1997-05-13

申请号：JP27819695

申请日：1995-10-26

Applicant: TORAY INDUSTRIES

Inventor： NAKAI SAKIE ,  SATOU HARUYO

IPC: C07D207/14 ,  C07B57/00 ,  C07D207/46

Abstract: PROBLEM TO BE SOLVED: To obtain a reagent for optical resolution capable of producing an optically active 3-aminopyrrolidine derivative useful as a synthetic raw material for medicines and agrochemicals in high optical purity and yield by chemically modifying an optically active amino acid or optically active tartaric acid. SOLUTION: This compound is selected from an optically active N-acrylamino acid derivative of formula I (R is a 1-10C alkyl or unsubstituted aromatic ring or a substituted aryl, etc.; R is H, a 1-10C alkyl, etc.), an optically active N-sulfonylamino acid derivative of formula II [R is a (substituted)1-10C alkyl or an unsubstituted aromatic ring or a substituted aryl, etc.; R is a 1-10C alkyl, an aromatic group such as an unsubstituted aromatic or a substituted aryl, etc.] and an optically active tartaric anilide of formula III (R is H, a 1-10C alkyl, an alkoxy, nitro or a halogen), specifically, optically active N- acetylphenylalanine, optically active N-p-toluoylphenylglycine, optically active N-p-nitrobenzoylalanine, etc.