公开(公告)号：JPH0853373A

公开(公告)日：1996-02-27

申请号：JP19059794

申请日：1994-08-12

Applicant: AGENCY IND SCIENCE TECHN

Inventor： SHIBUYA ISAO ,  TSUCHIYA TORU ,  TAGUCHI YOICHI ,  OISHI AKIHIRO

IPC: C07D335/10 ,  B01J23/50 ,  B01J23/72 ,  B01J27/055 ,  B01J27/122 ,  B01J27/25 ,  B01J31/02 ,  C07B41/04 ,  C07B61/00 ,  C07C41/48 ,  C07D311/80 ,  C07D413/00

Abstract: PURPOSE:To easily obtain the subject compound suitable for protecting or modifying OH-group of a polyol originated from a natural product, etc., in high yield by reacting a polyalcohol with a thiocarbonyl compound in the presence of a base, and a silver salt or copper salt. CONSTITUTION:This compound is obtained by reacting (A) a polyalcohol such as ethylene glycol, glycerol or a polyol originated from a natural product (D) with a thiocarbonyl compound of the formula [R and R are each an aryl e.g. (nitro)phenyl, an alkyl, a pyridyl, etc.], etc., in the presence of (B) a base such as an organic tertiary amine (e.g. triethylamine) and a silver salt (e.g. silver trifluoroacetate, silver trifluoromethanesulfonate) or a copper salt [e.g. copper (II) trifluoroacetate or copper (II) trifluoromethanesulfonate]. Further, this reaction is carried out preferably in an organic solvent such as acetonitrile or THF.

公开(公告)号：JPH07242671A

公开(公告)日：1995-09-19

申请号：JP6550094

申请日：1994-03-08

Applicant: AGENCY IND SCIENCE TECHN

Inventor： TAGUCHI YOICHI ,  OISHI AKIHIRO ,  SHIBUYA ISAO ,  TSUCHIYA TORU

IPC: A01N43/90 ,  C07D491/04 ,  C07D491/048

Abstract: PURPOSE:To obtain a novel compound which is useful as a synthetic intermediate for beta-amino acid derivative, a sedative having a lactam structure, a herbicide having 2-substituted aminotetrahydrofuran structure and an antibiotic having penicillin-like structure. CONSTITUTION:This compound is expressed by the formula (R is an alkyl, a cycloalkyl or a halogen or an aryl substitutable), for example, 7-(p- chlorophenyl)-2-oxa-7-azabicyclo[3.2.0]heptan-6-one. The compound is obtained by reaction of an isocyanic ester of the formula, RNCO such as methyl isocyanate with 2,3-dihydrofuran, preferably using the dihydrofuran as a solvent, too. The reaction is preferably carried out at room temperature to 100 deg.C in a sealed tube or under 2,000 to 12,000 atmospheric pressure.

公开(公告)号：JPH04182475A

公开(公告)日：1992-06-30

申请号：JP30925090

申请日：1990-11-15

Applicant: AGENCY IND SCIENCE TECHN

Inventor： YASUMOTO MASAHIKO ,  TSUCHIYA TORU ,  TAGUCHI YOICHI ,  SHIBUYA ISAO ,  YONEMOTO KATSUMI

IPC: C07D285/34

Abstract: PURPOSE:To obtain a compound useful as an intermediate for medicine or agricultural chemical in one-stage reaction and good yield from an inexpensive raw material by reacting an N,N-disubstituted-cyanamide with carbonylsulfide under high pressure. CONSTITUTION:A N,N-di-substituted cyanamide expressed by formula I (R1 and R2 are alkyl or R1 and R2 may together form a ring) is reacted with carbonyl sulfide expressed by the formula S=C=O in a solvent such as toluene at 20-200 deg.C under pressure of 1000-12000 atom to provide the objective product expressed by formula II. The compound expressed by formula I and carbonyl sulfide are used at a molar ratio of 1:10 to 10:1. The compound expressed by formula II is used as an intermediate for drug for inflammatory disease and cardiopathy and useful as an intermediate for nematocide, insect pest control agent, etc.

公开(公告)号：JPS61186332A

公开(公告)日：1986-08-20

申请号：JP2505685

申请日：1985-02-12

Applicant: AGENCY IND SCIENCE TECHN

Inventor： SHIMIZU KAZUO ,  NIWA SHUICHI ,  MIZUKAMI FUJIO ,  TSUCHIYA TORU ,  IMAMURA JUICHI

IPC: C07C2/74 ,  B01J29/14 ,  B01J29/16 ,  B01J31/00 ,  C07B61/00 ,  C07C1/00 ,  C07C13/28 ,  C07C67/00

Abstract: PURPOSE:To improve the selectivity of the objective compound in the hydrogenative condensation of benzene, by using a catalyst obtained by supporting nickel and iron and/or manganese on a carrier composed of an HY-type zeolite diluted with silica alumina. CONSTITUTION:Nickel and a cocatalyst consisting of iron and/or manganese are supported on an inexpensive carrier obtained by diluting expensive HY-type zeolite with silica alumina, e.g. commercially available silica alumina for FCC to obtain a catalyst. The amount of the nickel is 0.5-20wt%, especially 1-10wt% of the carrier, and that of the cocatalyst is 1-50wt%, especially 3-30wt% of nickel. Cyclohexylbenzene can be produced in a remarkably improved selectivity, suppressing the production of cyclohexane, by carrying out the hydrogenative condensation of benzene in the presence of the above catalyst. The rate of reaction as well as the selectivity can be improved remarkably by adding a dehydrative dessicant to the reaction system.

公开(公告)号：JPH0892203A

公开(公告)日：1996-04-09

申请号：JP23284694

申请日：1994-09-28

Applicant: AGENCY IND SCIENCE TECHN

Inventor： TSUCHIYA TORU ,  SHIBUYA ISAO ,  TAGUCHI YOICHI ,  OISHI AKIHIRO ,  HONDA KAZUMASA

IPC: C07D223/08 ,  C07C327/42 ,  C07C327/44 ,  C07D223/02 ,  C07D223/06 ,  C07D225/02

Abstract: PURPOSE: To provide a new β-ketothioamide derivative useful as a chelating reagent or an intermediate for organic synthesis and easily producible by a new reaction of an N,N-disubstituted amide with a bis(trialkylsilyl)thioketene. CONSTITUTION: This β-ketothioamide derivative is expressed by formula I (R and R are each a hydrocarbon group; R is H or a hydrocarbon group; R may be bonded with R or R to form a ring structure), e.g. N,N-dimethyl-3- oxothiobutyramide of formula II. The compound of formula I can be produced by reacting an N,N-disubstituted amide of formula III with a bis(trialkylsilyl) thioketene and treating the reaction product with an alcohol. The β- ketothioamide derivative can be produced by this production process with a simple procedure under mild reaction condition in high yield using an inexpensive raw material.

公开(公告)号：JPH03261747A

公开(公告)日：1991-11-21

申请号：JP6080090

申请日：1990-03-12

Applicant: AGENCY IND SCIENCE TECHN

Inventor： YASUMOTO MASAHIKO ,  GOTO MIDORI ,  TSUCHIYA TORU ,  SHIBUYA ISAO

IPC: C07D295/02 ,  C07B43/04 ,  C07C209/22 ,  C07C211/63 ,  C07C211/64 ,  C07D213/20

Abstract: NEW MATERIAL:A thiocyanate of quaternary ammonium shown by formula I (R1 is alkyl or aralkyl; R2 to R4 are alkyl, aralkyl, aryl or mutually formed to give group as shown by formula II or formula III). EXAMPLE:Benzyltriethylammonium thiocyanate. USE:A surfactant, catalyst, drug and an intermediate thereof. PREPARATION:A thiocyanate shown by formula IV is reacted with a tertiary amine shown by formula V under normal pressure or high pressure to give a compound shown by formula I. By this method, the compound is obtained by using inexpensive raw materials by one stage in high yield.

公开(公告)号：JPH0899955A

公开(公告)日：1996-04-16

申请号：JP23730194

申请日：1994-09-30

Applicant: AGENCY IND SCIENCE TECHN

Inventor： TAGUCHI YOICHI ,  OISHI AKIHIRO ,  SHIBUYA ISAO ,  TSUCHIYA TORU

IPC: C07D201/02 ,  C07D205/08

Abstract: PURPOSE: To easily and efficiently obtain the subject derivative useful as a synthetic intermediate for β-amino acid derivatives or antibiotics having penicillin-simulated structure, by reaction between an isocyanate and a vinyl ether compound. CONSTITUTION: This β-lactam derivative of the formula is obtained by reacting (A) an isocyanate of formula, R NCO (R is a hydrocarbon) (e.g. methyl isocyanate, cyclopentyl isocyanate, phenyl isocyanate) with (B) a vinyl ether compound of formula, CH2 =CH-O-R (R is a hydrocarbon) (pref. methyl vinyl ether, ethyl vinyl ether, cyclopentyl vinyl ether etc.) under a pressure of pref. >=2000atm (more pref. 2000-12000atm) at 20-130 deg.C.

公开(公告)号：JPH06263744A

公开(公告)日：1994-09-20

申请号：JP7891193

申请日：1993-03-12

Applicant: AGENCY IND SCIENCE TECHN

Inventor： OISHI AKIHIRO ,  YASUMOTO MASAHIKO ,  GOTO MIDORI ,  TSUCHIYA TORU ,  SHIBUYA ISAO ,  TAGUCHI YOICHI

IPC: C07D239/95

Abstract: PURPOSE:To obtain the subject compound useful as a physiologically active substance, etc., from inexpensive raw materials direct and in high yield by reacting a phenyl isothiocyanate with an N,N-di-substituted cyanamide under high pressure. CONSTITUTION:A compound of formula I (R is alkyl, cycloalkyl, acryl, alkoxy, etc.; (n) is 0-4; with the proviso that at leas one ortho position based on isothiocyanate group of benzene ring has H) is reacted with a compound of formula II (R and R are alkyl, cycloalkyl, aryl, arylalkyl, alkoxy, etc.; R together R may form a ring) under 500-20,000 atmospheric pressure at 30-20 deg.C preferably in the absence of a solvent. Optionally, the reactional product is treated with an acid to give the objective compound of formula III (HX is inorganic acid or organic acid; (m) is 0 or 1).

公开(公告)号：JPH05310730A

公开(公告)日：1993-11-22

申请号：JP11396292

申请日：1992-04-07

Applicant: AGENCY IND SCIENCE TECHN

Inventor： SHIBUYA ISAO ,  YONEMOTO KATSUMI ,  YASUMOTO MASAHIKO ,  TAGUCHI YOICHI ,  TSUCHIYA TORU ,  MIZUNO MASAKI

IPC: B01J27/12 ,  B01J27/06 ,  B01J27/25 ,  B01J31/02 ,  B01J31/04 ,  B01J31/26 ,  C07B61/00 ,  C07D339/06

Abstract: PURPOSE:To easily and directly obtain a 2-(disubstituted methylens)-1,3-dithiol in an economically advantageous way from a 1,3-dithiol-2-thione compound. CONSTITUTION:The compound of formula II can advantageously be obtained by reaction of (A) a compound of formula I (R and R are each H or inert substituent, or may form a ring through mutual binding of their terminals) with (B) a compound of formula R -CH2-R (R and R are each electron- accepting group) in the presence of (C) a silver salt, e.g. an organic carboxylic acid silver salt such as silver benzoate or silver acetate, or an inorganic silver salt such as silver nitrate, silver tetrafluoroborate or silver perchlorate, esp. a fluorine-contg. organic carboxylic acid silver salt such as CF3COOAg and (D) a base, pref. a tertiary amine, pref. in an anhydrous solvent at 0-150 (pref. room temperature to 80) deg.C. The amounts of the components to be used are as follows: B=1-2mol, C=1-5mol (each per mol of A); D=2-10mol per mol of B.

公开(公告)号：JPH04210672A

公开(公告)日：1992-07-31

申请号：JP34105290

申请日：1990-11-30

Applicant: AGENCY IND SCIENCE TECHN

Inventor： SHIBUYA ISAO ,  YONEMOTO KATSUMI ,  TSUCHIYA TORU ,  YASUMOTO MASAHIKO ,  TAGUCHI YOICHI

IPC: C07C333/02 ,  C07C333/04 ,  C07C333/08

Abstract: NEW MATERIAL:An N-aroyl-S-(di-substituted carbamoyl)sulfenamide expressed by formula I (R is di-substituted amino; R is aryl). EXAMPLE:N-Benzoyl-S-(dimethylcarbamoyl) sulfenamide. USE:An anti-fogging agent in silver halide photograph. The compound expressed by formula I has complex forming ability also to various kind of metal ions other than silver and is useful also as a chelate agent and extracting reagent. PREPARATION:N-aroyl-S-substituted thiocarbonylsulfenamides expressed by formula II are reacted with metal salts (e.g. silver, copper (I), mercury or lead (II)) in the presence of an acid and water in a solvent (e.g. chloroform) at ambient temperature to heated temperature to provide the compound expressed by formula I.