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Synthese von 4,4-disubstituierten 1,3-ThiazoI-5(4H)-thionen


Jenny, Christjohannes; Heimgartner, Heinz (1986). Synthese von 4,4-disubstituierten 1,3-ThiazoI-5(4H)-thionen. Helvetica Chimica Acta, 69(2):374-388.

Abstract

An easy synthesis for the 1,3-thiazol-5(4H)-thiones 5, a class of heterocycles which have hitherto only been available with difficulty, is described. Reaction of 3-amino-2H-azirines 25 with thiocarboxylic acids at 0° yields monothiodiamides of type 20 (Scheme 6) which, on treatment with Lawesson reagent at 100°, undergo thiation and cyclization to give 5 in good yield.

Abstract

An easy synthesis for the 1,3-thiazol-5(4H)-thiones 5, a class of heterocycles which have hitherto only been available with difficulty, is described. Reaction of 3-amino-2H-azirines 25 with thiocarboxylic acids at 0° yields monothiodiamides of type 20 (Scheme 6) which, on treatment with Lawesson reagent at 100°, undergo thiation and cyclization to give 5 in good yield.

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Additional indexing

Other titles:Synthesis of 4,4-Disubstituted 1,3-Thiazol-5(4H)-thiones
Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Language:German
Date:1986
Deposited On:04 Jun 2014 08:09
Last Modified:08 Dec 2017 05:56
Publisher:Wiley-Blackwell
ISSN:0018-019X
Funders:Schweizerischer Nationalfonds zur Förderung der wissenschaftlichen Forschung, F. Hoffmann-La Roche & Co. AG, Basel, Stipendienfonds der Schweizerischen Chemischen Industrie
Publisher DOI:https://doi.org/10.1002/hlca.19860690217

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