Pyrimidine Derivatives and Related Compounds. XVII. Hydrolysis of 5-Cyanouracil Derivatives
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When 1-substituted 5-cyanouracils, 3-substituted 5-cyanouracils or 1,3-disubstituted 5-cyanouracils (substituents : phenyl, cyclohexyl, methyl) were heated to reflux in conc. HBr, the cyano group in the 5-position was removed and 1-substituted, 3-substituted or 1,3-disubstituted uracils were obtained, respectively. When warmed with conc. H_2SO_4,they gave 5-carbamoyluracil derivatives. Refluxing of the 5-carbamoyluracil derivatives with conc. HCl in AcOH, produced 5-carboxyuracil derivatives. Detailed consideration was made on mechanism of hydrolysis and decarboxylation of 5-cyanouracil derivatives under acidic conditions. Furthermore, hydrolysis of 5-cyanouracils under alkaline conditions was investigated.
- 公益社団法人日本薬学会の論文
- 1972-07-25
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