Studies on Acetylenic Compounds. XLVI. The Reactions of Acetylenic Compounds with Thiourea or Ammonium Dithiocarbamate

• 岸田 有吉

• 寺田 敦祐

抄録

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.

収録刊行物

• ＣＨＥＭＩＣＡＬ　＆　ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ　ＢＵＬＬＥＴＩＮ

  ＣＨＥＭＩＣＡＬ　＆　ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ　ＢＵＬＬＥＴＩＮ 16 (7), 1351-1359, 1968

  公益社団法人 日本薬学会

キーワード

• Drug Discovery
• General Chemistry
• General Medicine

詳細情報

• CRID: 1390001204170163584
• NII論文ID: 110003620655
• NII書誌ID: AA00602100
• DOI: 10.1248/cpb.16.1351
• COI: 1:CAS:528:DyaF1cXkvFGrtrc%3D
• ISSN: 13475223
• ISSN: 00092363
• Web Site: http://www.jstage.jst.go.jp/article/cpb1958/16/7/16_7_1351/_pdf
• Web Site: https://search.jamas.or.jp/link/ui/1970047684
• 本文言語コード: en
• データソース種別:
  • JaLC
  • Crossref
  • CiNii Articles
• 抄録ライセンスフラグ: 使用不可