液安-カセイアルカリによる有機合成化学 (第11報)

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タイトル別名
  • A New Barbituric Acid Synthesis in Liquid Ammonia-Alkali Hydroxide. XI
  • エキアン-カセイアルカリ ニ ヨル ユウキ ゴウセイ カガク 11
  • Condensation of Malonamide Derivatives with Ethyl Carbonate
  • マロンアミド誘導体と炭酸エチルとの縮合によるバルビツル酸の合成

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It was found that malonamide or its C-alkyl derivatives and ethyl carbonate in liquid ammonia in the presence of caustic alkali were easily condensed at room temperature and formed barbituric acid derivatives.<BR>A suspension or solution of a mixture composed of malonamide derivatives, ethyl carbonate and caustic alkali (a commercial granulated product)(1:1:2 molar ratio) is stirred for 0.5-1.0 hour at room temperature to complete the reaction. The yield in case of using caustic soda was 56% barbituric acid, 44% ethylbarbituric acid, 78 (100%) isoamylbarbituric acid, 35 (77%) diethylbarbituric acid, 82 (95%) diallylbarbituric acid, and 40 (100%) ethylisoamylbarbituric acid. The yields in parentheses indicated the values from malonamide derivatives actually used for the reaction.<BR>C-Mono-or C-dialkylmalonamide used in this investigation was synthesized by alkylation1) of malonamide in liquid ammonia in the presence of caustic alkali.

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