公开(公告)号：JPS58116474A

公开(公告)日：1983-07-11

申请号：JP21380881

申请日：1981-12-28

Applicant: TORAY INDUSTRIES

Inventor： IMAMURA SHINZOU ,  SATOU HARUYO ,  OONO AKIRA

IPC: C07D241/52

Abstract: PURPOSE:To obtain a phenazine oxide useful as an agricultural fungicide, etc. in high yield industrially advantageously, by oxidizing phenazine with H2O2 using a novel oxidation reaction system consisting of an aromatic hydrocarbon solvent and formic acid. CONSTITUTION:In a system obtained by adding 0.2-1.5mol formic acid to 1mol phenazine in a lower alkyl-substituted aromatic hydrocarbon (preferably in an amount as much as 5-15 times that of phenazine) such as xylene, toluene, etc., phenazine is reacted with an aqueous solution of hydrogen peroxide (0.9-2.5mol hydrogen peroxide based on 1mol phenazine as an oxidizing agent at 40-about 60 deg.C, to give phenazine-5-oxide and phenazine-5,10-dioxide. The reaction is more preferably carried out in a flow of nitrogen gas or under conditions to exclude light rays.

公开(公告)号：JPS5883683A

公开(公告)日：1983-05-19

申请号：JP17970581

申请日：1981-11-11

Applicant: TORAY INDUSTRIES

Inventor： OONO AKIRA ,  SATOU HARUYO ,  IMAMURA SHINZOU

IPC: C07D241/52

Abstract: PURPOSE:To obtain the titled compound in high yield useful as an agricultural fungicide such as a preventive for bacterial leaf blight of rice plant, etc., by heating phenazine-5,10-dioxide obtained in the oxidation of phenazine or its reactive mixture as a raw material in a hydrocarbon at a specific temperature. CONSTITUTION:Phenazine-5,10-dioxide shown by the formulaIas a raw material is heated at 100-150 deg.C, preferably 110-140 deg.C, to give phenazine-5-oxide shown by the formula II. A reaction mixture obtained by oxidizing phenazine in the presence of hydrogen peroxide or phenazine-5,10-dioxide isolated from it may be used as phenazine-5,10-oxide.

公开(公告)号：JPS58954A

公开(公告)日：1983-01-06

申请号：JP9829381

申请日：1981-06-26

Applicant: TORAY INDUSTRIES

Inventor： SATOU HARUYO ,  IMAMURA SHINZOU

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

Abstract: PURPOSE:To prepare the titled compound useful as a synthetic intermediate of amino acid, with simplified process, under mild conditions, in high yield, by reacting N-(diphenylmethylene)glycinonitrile with acrylonitrile. CONSTITUTION:The N-(diphenylmethylene)-1,3-dicyanopropylamine of formula II is prepared by reacting N-(diphenylmethylene)glycinonitrile of formulaIwith acrylonitrile 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 acid hydrolysis of the compound of formula II gives 1,3-dicyanopropylamine of formula III and benzophenone. The compound of formula III can be converted to glutamic acid of formula IV by heating in the presence of an acid or base. The by-produced benzophenone is recycled as the raw material of the compound of formulaI.

公开(公告)号：JPS57193458A

公开(公告)日：1982-11-27

申请号：JP7724481

申请日：1981-05-21

Applicant: TORAY INDUSTRIES

Inventor： SATOU HARUYO ,  IMAMURA SHINZOU

IPC: C07D211/88

Abstract: NEW MATERIAL:3-(Diphenylmethyleneamino)glutarimide expressed by formulaI. USE:An intermediate for preparing amino acids, particularly qlutamic acid. PROCESS:An N-(diphenylmethylene)glycine ester expressed by formula II (R is 1-4C alkyl) is reacted with acrylamide in a homogeneous solvent system preferably in the absence of water in the presence of a base at 50 deg.C or below under ordinary pressure for 0.5-5hr to give the compound expressed by formulaIin high yield.

公开(公告)号：JPS55143939A

公开(公告)日：1980-11-10

申请号：JP5090579

申请日：1979-04-26

Applicant: TORAY INDUSTRIES

Inventor： SATOU HARUYO ,  IMAMURA SHINZOU

IPC: C07D223/12 ,  C07C67/00 ,  C07C209/00 ,  C07C209/26 ,  C07C209/28 ,  C07C209/84 ,  C07C211/09 ,  C07C211/13

Abstract: PURPOSE:To purify a tertiary amine and, in some cases, improve its yield, by heating formaldehyde (derivatives) remaining in the tertiary amine in a specific temperature range under acidic conditions. CONSTITUTION:A tertiary amine is obtained by the reductive methylation of a primary or secondary amine with formaldehyde and formic acid or formaldehyde and hydrogen. On this occasion, the tertiary amine is purified by heating formaldehyde and/or formaldehyde derivatives remaining in the tertiary amine to 80-150 deg.C under acidic conditions. The acid is preferably formic acid and the pH is adjusted below 6.5. When the desired tertiary amine has functional groups, its yield can be improved, by this process.

公开(公告)号：JPS55141471A

公开(公告)日：1980-11-05

申请号：JP4798279

申请日：1979-04-20

Applicant: TORAY INDUSTRIES

Inventor： SATOU HARUYO ,  IMAMURA SHINZOU

IPC: C07D223/12

Abstract: PURPOSE:To obtain the title compound in high yield with suppressed formation of by-products which cannot be easily purified, by reacting 2-amino-epsilon-caprolactam with a specific amount of formaldehyde and formic acid under temperature conditions to give a sufficiently high reaction rate. CONSTITUTION:1mol of 2-amino-epsilon-caprolactam is reacted with 1.5-2.5mol equivalents, preferably 1.9-2.1mol equivalents, of formaldehyde and/or paraformaldehyde, and 1.5-12.0mol, preferably 2.0-3.5mol, of formic acid at 80-110 deg.C, preferably 90-110 deg.C, to form alpha-dimethylamino-epsilon-caprolactam. This method requires no solvent particularly; however, water is preferably present for smoothing the reaction.

公开(公告)号：JPS55100366A

公开(公告)日：1980-07-31

申请号：JP609979

申请日：1979-01-24

Applicant: TORAY INDUSTRIES

Inventor： SATOU HARUYO ,  IMAMURA SHINZOU

IPC: C07D223/12 ,  C08G65/26 ,  C08G65/28 ,  C08G69/14

Abstract: NEW MATERIAL:An alpha-substituted-amino-epsilon-caprolactam of formula I (m=2 and n=0, or m+n=3-30). EXAMPLE:alpha-(2-Hydroxyethoxyethylamino)-epsilon-caprolactam. USE:Raw material of pesticides or polymers, its intermediate, or an intermediate of other compounds. PROCESS:A mono-substituted objective compound IV (n=0 in the compound I) is prepared by reacting alpha-amino-epsilon-caprolactam II with 2-chloroethoxyethanol III or 2- chloropoly(ethoxy)ethanol in a solvent, pref. at room temperature to 160 deg.C: and a di-substituted objective compound I is prepared by reacting alpha-amino-epsilon-caprolactam II with ethylene oxide at room temperature to 120 deg.C, in the presence or absence of a catalyst.

公开(公告)号：JPS5592735A

公开(公告)日：1980-07-14

申请号：JP85779

申请日：1979-01-05

Applicant: TORAY INDUSTRIES

Inventor： NAKADA MINORU ,  SATOU HARUYO ,  IMAMURA SHINZOU

IPC: C08G69/00 ,  C08G69/14

Abstract: PURPOSE:A copolyamide usable for adhesives, sizes, coating materials, paper strength improvers, and resins for printing plates capable of controlling the solubility in water or organic solvents, consisting of specific plural types of lactam structural units. CONSTITUTION:A copolyamide consisting of (A) 10mol% or more of structural units of formula I and (B) 90mol% or less of structural units of formula II: (n is 5-11), having a relative viscosity of 1.5 or higher, preferably 2-5. For example, the copolyamide is obtained by polymerizing alpha-(N,N-dimethylamino)-epsilon-caprolactam and lactam in the presence of anionic polymerization catalyst, e.g. metallic sodium, and a co-catalyst, e.g. N-acetyl-epsilon-caprolactam, at 130-250 deg.C.

公开(公告)号：JPS5587757A

公开(公告)日：1980-07-02

申请号：JP15931878

申请日：1978-12-26

Applicant: TORAY INDUSTRIES

Inventor： SATOU HARUYO ,  IMAMURA SHINZOU ,  NISHIO SHINTAROU

IPC: A61K31/15 ,  A61P29/00 ,  C07C67/00 ,  C07C239/00 ,  C07C251/44

Abstract: NEW MATERIAL:An indane derivative of formula II (R is H or cyclohexyl group; R and R are H, straight, branched, or cyclic alkyl, aralkyl groups, etc.). EXAMPLE:1-N-Substituted amino-2-oxyiminoindane hydrochloride. USE:Medicines having an antiinflammatory and bacteriostatic actions, anmibistrable orally or parenterally. PROCESS:6-Cyclohexyl-indene or indene is chloronitrosated with a stoichiometric amount or less of nitrosyl chloride in the liquid state at -50 to -10 deg.C under normal pressure to give a nitroso compound of formula I, which is then aminated with a primary or secondary amine to form the indane derivative of formula II.

公开(公告)号：JPS5520742A

公开(公告)日：1980-02-14

申请号：JP9405478

申请日：1978-08-01

Applicant: TORAY INDUSTRIES

Inventor： SATOU HARUYO ,  IMAMURA SHINZOU

IPC: C07D405/12 ,  C07D405/14 ,  C08G59/00 ,  C08G59/02 ,  C08G59/28 ,  C08G69/14 ,  C08G69/22

Abstract: NEW MATERIAL:alpha-Substrituted amino-epsilon-caprolactams of formula I (R is formula II; R is H, formula II). EXAMPLE:alpha-Glycidylamino-epsilon-caprolactam. USE:Agricultural chemicals, raw materials for polymers and intermediates of various kinds of compounds. PREPARATION:For example, alpha-aminocyclohexanone oxime hydrochloride is subjected to Beckmann rearrangement to form alpha-amino-epsilon-caprolactam, which is made to react with epichlorohydrin to give alpha-(3-chloro-2-hydroxypropylamino)-epsilon-caprolactam of formula III. The product is dehydrochlorinated to produce the objective compound of formula I.