Studies on Acetylenic Compounds. XLVI. The Reactions of Acetylenic Compounds with Thiourea or Ammonium Dithiocarbamate
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概要
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Treatment of ethyl propiolate (I) with thiourea or ammonium dithiocarbamate under neutral conditions gave diethyl cis-cis-β, β'-thioacrylate (II), stereospecifically. Analogously II was obtained from ethyl cis-β-chloroacrylate and the same reagents. II was easily converted to trans-trans-II (XII) by heating or irradiation. On the other hand, the reactions of β-substituted acetylenic acid esters (XVII a-f) with thiourea afforded the corresponding 1,3-thiazine derivatives (XVIII a-f), unexpectedly. The reactions of propiolonitrile (XX), tetrolonitrile (XXIII) and phenylpropiolonitrile (XXV) with thiourea or ammonium dithiocarbamate afforded cis-cis-β, β'-thioacrylonitrile (XXI), cis-cis-β, β'-thiocrotononitrile (XXIV) and cis-cis-β, β'-thiocinnamonitrile (XXVI), respectively.
- 公益社団法人日本薬学会の論文
- 1968-07-25
著者
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岸田 有吉
Central Research Laboratories Sankyo Co. Ltd.
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寺田 敦祐
Central Research Laboratories, Sankyo Co., Ltd.
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寺田 敦祐
京都薬科大学 化学研究所
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