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Studies on Organic Sulfur Compounds. XIV. The Reaction of N-Alkoxy-carbonyl-N'-(2-thiazolyl) thioureas with Some Oxidants

Authors :
Michiko Oshige
Junzo Tobitsuka
Mitsuo Nagano
Kozo Oyamada
Takashi Matsui
Takeshi Kinoshita
Source :
Chemical and Pharmaceutical Bulletin. 21:2408-2416
Publication Year :
1973
Publisher :
Pharmaceutical Society of Japan, 1973.

Abstract

N-Alkoxycarbonyl-N'-(2-thiazolyl) thioureas were reacted with some oxidants, such as bromine, benzoyl peroxide, hypobromous acid and N-bromosuccinimide, to afford 2-alkoxycarbonylimino-thiazolo [3, 2-b] thiadiazolines (X). Furthermore, from the reaction mixtures of N-ethoxycarbonyl-N'-(2-thiazolyl) thiourea (12) with bromine in chloroform, N-ethoxycarbonylimino-thiazolo [3, 2-b] thiadiazoline hydrobromide monohydrate (14) was obtained, which was easily dehydrobrominated to form 2-ethoxycarbonylimino-thiazolo-[3, 2-b] thiadiazoline (13) by treatment with large quantities of water. This paper describes particularly in detail about the structures of 13 and 14.

Details

ISSN :
13475223 and 00092363
Volume :
21
Database :
OpenAIRE
Journal :
Chemical and Pharmaceutical Bulletin
Accession number :
edsair.doi...........98944d1ccbab8a41749157f928a35805