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化学学报
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化学学报 ›› 1957, Vol. 23 ›› Issue (2): 145-152. 上一篇    下一篇

论文

嘧啶的研究：胺及肼對2-甲硫基-4-甲基-嘧啶-5-羧酸乙酯的作用

紀育澧, 吳元鎏   

  1. 中国医学科学院药物学系, 中国科学院化学研究所
  • 投稿日期:1957-01-03 发布日期:2013-06-03

PYRIMIDINE RESEARCH：THE ACTION OF AMINES AND HYDRAZINE ON ETHYL 2-METHYLMERCAPTO-4-METHYL-PYRIMIDINE-5-CARBOXYLATE

CHI YOUH-FONG, WU YUAN-LIU   

  1. Department of Therapeutics, Academia Medica Sinica and Institute of Chemistry, Academia Sinica
  • Received:1957-01-03 Published:2013-06-03

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1.乙氧基亚甲基乙酰乙酸乙酯与S-甲基假硫脲硫酸盐在乙醇钠的存在下於乙醇中缩合形成2-甲硫基-4-甲基嘧啶-5-羧酸乙酯。此嘧啶酯用氢氧化钾乙醇溶液水解,成为相应的嘧啶-5-羧酸。此嘧啶羧酸又变为银盐,再用碘代乙烷与之作用,又生成上述的嘧啶酯。 2.2-甲硫基-4-甲基嘧啶-5-羧酸乙酯与肼、氨、甲胺、乙胺、正丁胺、苯甲胺及环己胺在乙醇中作用,生成相应的2-肼基一、氨基一、烷氨基-、芳烷氨基-及环烷氨基衍生物。

Ethyl Z-methylmercapto-4-methyl-pyrimidine-5-carboxylate (m.p.53-54°)was synthesized by condensing ethyl ethoxymethylene-acetoacetate with S-methylpseudothiourea sulfate in ethanol in the presence of sodium ethylate.Its structure was substantitated through the conversion into its corresponding acid, 2-methylmercapto-4-methyl-pyrimidine-5-carboxylic acid, melting at 169-171°.The latter dissolved in dilute sodium bicarbonate solution and did not give iodoform test.This acid could be converted into its silver salt, which reacted with ethyl iodide to form the original ester.