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.
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.
C-Mono-or C-dialkylmalonamide used in this investigation was synthesized by alkylation
1) of malonamide in liquid ammonia in the presence of caustic alkali.
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