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Flash Vacuum Pyrolysis of 1,3-Thiazole-5(4H)-thiones


Lesniak, Stanislaw; Mloston, Grzegorz; Heimgartner, Heinz (1998). Flash Vacuum Pyrolysis of 1,3-Thiazole-5(4H)-thiones. Polish Journal of Chemistry, 72(8):1915-1920.

Abstract

Flash vacuum pyrolysis of 2-phenyl-1,3-oxazol-5(4H)-one (5) at 600°C/1.5.10-3 Torr proceeded via CO2-elimination to give 3-phenyl-2H-azirine (6) as the only detectable product which was isolated in 34% yield. Under similar conditions, 4,4-dimethyl-1,3-thiazole-5-(4H)-thiones 7a and 7b yielded isomeric 1,4,2-dithiazole derivatives 8a,b as main products. Desulfurization leads to 2-(2-propylidene)-1,3-thiazetes 9 as minor products, and in the case of 7a, disulfide 10a is formed as a second minor product.

Abstract

Flash vacuum pyrolysis of 2-phenyl-1,3-oxazol-5(4H)-one (5) at 600°C/1.5.10-3 Torr proceeded via CO2-elimination to give 3-phenyl-2H-azirine (6) as the only detectable product which was isolated in 34% yield. Under similar conditions, 4,4-dimethyl-1,3-thiazole-5-(4H)-thiones 7a and 7b yielded isomeric 1,4,2-dithiazole derivatives 8a,b as main products. Desulfurization leads to 2-(2-propylidene)-1,3-thiazetes 9 as minor products, and in the case of 7a, disulfide 10a is formed as a second minor product.

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Language:English
Date:1998
Deposited On:12 Nov 2013 14:18
Last Modified:05 Apr 2016 17:08
Publisher:Polskie Towarzystwo Chemiczne
ISSN:0137-5083
Funders:Polish State Committee for Scientific Research, Swiss National Science Foundation, F. Hoffmann-La Roche AG, Basel
Official URL:http://www.ichf.edu.pl/pjch/pj-1998/pj0898.htm#1915

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