公开(公告)号：JPH06220028A

公开(公告)日：1994-08-09

申请号：JP3139893

申请日：1993-01-27

Applicant: AGENCY IND SCIENCE TECHN ,  KONISHIROKU PHOTO IND

Inventor： YASUMOTO MASAHIKO ,  TAGUCHI YOICHI ,  TSUCHIYA TORU ,  TANAKA MARI

IPC: C07D263/56 ,  C07D277/22 ,  C07D277/64 ,  C07D293/10 ,  C09B57/00 ,  G03C1/08

Abstract: PURPOSE:To obtain a chalcogenite compound quaternary salt in high purity in a good yield, while suppressing side reactions, by reacting a compound such as naphthoxazole, naphthothiazole or benzothiazole with a sultone compound under a high pressure. CONSTITUTION:A compound of formula I [R1 is alkyl; R2-R4 are H, substituent; R5 is substituent; X is O, S, Ce, CR6R7, NR8 (R6-R8 are alkyl)] is reacted with a sultone compound under a high pressure of >=500 atmospheric pressure, especially >=2000 atmospheric pressure, to produce a compound of formula II (J is alkylene). Examples of the compound of formula I include 2- methylnaphtho[1,2-d]oxazole of formula III, 2-methylnaphtho[1,2-d]thiazole of material IV, and 2,4-dimethylbenzothiazole of formula V. The sultone compound is preferably 1,4-butane sultone. Examples of the compound of formula II include compounds of formulas VI-VIII. The quaternary salt of formula II is important as an intermediate for synthesizing photosensitive materials for photography, photosensitive dyestuffs, etc.

公开(公告)号：JPH04364178A

公开(公告)日：1992-12-16

申请号：JP7234591

申请日：1991-03-12

Applicant: AGENCY IND SCIENCE TECHN

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

IPC: B01J27/122 ,  B01J27/25 ,  C07B61/00 ,  C07D327/04

Abstract: PURPOSE:To obtain the subject compound which is synthetic intermediate of sulfur-containing organic compounds such as medicines, agricultural chemicals, etc., without using toxic carbonyl sulfide gas by treating a di-substituted dithiocarbamic acid phenacylethyl with a specific soft metal salt. CONSTITUTION:A compound expressed by formula I (R is di-substituted amino; Ar is phenyl which may have a substituent group) is reacted with a salt of soft metal such as silver, copper (I) or mercury (II) (preferably a silver salt), preferably in an organic solvent such as alcohols in the presence of a strong acid to provide the objective compound expressed by formula II (X is silver radical).

公开(公告)号：JPH11256195A

公开(公告)日：1999-09-21

申请号：JP7659098

申请日：1998-03-10

Applicant: AGENCY IND SCIENCE TECHN ,  RES INST INNOVATIVE TECH EARTH

Inventor： MOCHIZUKI YUJI ,  YAMAMOTO HIROSHI ,  YASUMOTO MASAHIKO ,  TOCHIGI KATSUMI ,  SEKIYA AKIRA ,  SAKO TAKESHI

IPC: C11D7/50 ,  H01L21/304 ,  H05K3/26

Abstract: PROBLEM TO BE SOLVED: To obtain a new azeotropic composition useful for a flux cleansing agent manifesting equal detergecy and low toxicity comparable to chlorine based hydrocarbons, preventing disruption of the ozonosphere and decreasing the greenhouse effect by blending a specific fluorine containing ether and butyl ethyl ether. SOLUTION: This composition is an azeotropic composition obtained by blending (A) bis(2,2,2-trifluoroethy)ether with (B) butyl ether. Practically, the composition includes 90 to 99.5 mol.%. of the component (A) and 0.5 to 10.0%. of the component (B), preferably, 96.2%. and 3.8% respectively. The composition further includes (C) 0.01 to 10 wt.% of stabilizers for its use in a severe condition.

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.

公开(公告)号：JPH04169575A

公开(公告)日：1992-06-17

申请号：JP29300790

申请日：1990-10-30

Applicant: AGENCY IND SCIENCE TECHN

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

IPC: C07D251/46

Abstract: PURPOSE:To easily obtain the subject compound useful as an intermediate for resin modifier, etc., in high yield by reacting an isothiocyanic acid ester in the presence of a base under high pressure, thereby converting the compound into a physiologically active compound. CONSTITUTION:The objective compound of formula can be produced by reacting an isothiocyanic acid ester of formula RNCS (R is alkyl or aryl) in a polar solvent (e.g. DMF) in the presence of a tert-amine catalyst (e.g. triethylamine) and a trace amount of water under a pressure of 1,000-12,000kg/cm at room temperature to 100 deg.C for 1-50hr, distilling out the solvent from the reaction mixture and carrying out vacuum distillation and purification of the product.

公开(公告)号：JPH02235879A

公开(公告)日：1990-09-18

申请号：JP5588089

申请日：1989-03-08

Applicant: AGENCY IND SCIENCE TECHN

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

IPC: A01N47/28 ,  A61K31/54 ,  C07D285/34

Abstract: NEW MATERIAL:A 2,6-bis(disubstituted amino)-4-dialkylthiocarbamoylimino-1,3,5- thiadiazine of formula I (R1 and R2 are each alkyl and may be linked to form a ring). EXAMPLE:2,6-bis(dimethylamino)-4-dimethylthiocarbamoylimino-1,3,-5-thi adiazine. USE:Useful for medicines, pesticides and as an intermediate. PREPARATION:A N,N-disubstituted cyanamide of formula II is reacted together with carbon disulfide at increased pressure to obtain the compound of the formula I. The molar ration of the compound of the formula II to the carbon disulfide is normally (1:10) - (10:1), although the stoichiometric molar ratio is 3:1. Higher pressure is preferable, but normally being 1,000 - 9,000atom. The reaction temperature is pref. 20 - 160 deg.C.

公开(公告)号：JPH01226879A

公开(公告)日：1989-09-11

申请号：JP5222788

申请日：1988-03-04

Applicant: AGENCY IND SCIENCE TECHN

Inventor： YASUMOTO MASAHIKO ,  SHIBUYA ISAO

IPC: C07D251/58 ,  C07D251/70

Abstract: PURPOSE:To readily obtain an amino-1,3,5-triazine compound useful as medicines, agricultural chemicals, dyes, etc., in good yield from an inexpensive and stable compound as a raw material without using a solvent, by reacting a formamide with a di-substituted cyanamide under a high pressure. CONSTITUTION:One molecule of a formamide expressed by formula I (R1 is alkyl, aryl, aralkyl or H), such as formamide, is reacted with 3mol. of a di- substituted cyanamide expressed by formula II (R2 and R3 are alkyl or together form a ring), such as 1-piperidinecarbonitrile, at 50-250 deg.C under >=1,000kg/cm , normally as high as 1,000-9,000kg/cm to afford the aimed compound expressed by formula III, such as 2-amino-4,6-di(1-piperidine)1,3,5-triazine. Furthermore, since di-substituted formamides having a di-substituted amino group expressed by formula IV formed as a by-product act as a solvent in completing the reaction for increasing the amount of the aimed compound, use of a solvent in the reaction system is not required.

公开(公告)号：JPS62209068A

公开(公告)日：1987-09-14

申请号：JP5207386

申请日：1986-03-10

Applicant: AGENCY IND SCIENCE TECHN

Inventor： SHIBUYA ISAO ,  YANAGIYA KOSHIN ,  YASUMOTO MASAHIKO

IPC: C07D271/06

Abstract: PURPOSE:To readily obtain the titled substance useful as an anesthetic agent, analgesic agent, antitussive agent, etc., in good yield, by reacting an aldoxime with a disubstituted cyanamide. CONSTITUTION:An aldoxime expressed by formula I (R is alkyl, aryl, etc.) is reacted with a disubstituted cyanamide expressed by formula II (R and R are alkyl, aryl, etc., or may together link at the terminals thereof), as neces sary, in an inert organic solvent, e.g. THF, benzene, etc., at 50-150 deg.C to afford a 5-amino-3-substituted 1,2,4-oxadiazole expressed by formula III and 5-(N,N- disubstituted guanidino)-3-substituted 1,2,4-oxadiazole (novel substance) expressed by formula IV. In order to mainly obtain the compound expressed by formula III, the compounds expressed by formulas I and II are reacted at =1:2 above-mentioned molar ratio of the compounds expressed by formula I to II under a high pressure for a long time.