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化学学报
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化学学报 ›› 1954, Vol. 20 ›› Issue (1): 84-91. 上一篇    下一篇

论文

嘧啶的研究：4-甲基-5-乙基-2, 6-二甲氧基嘧啶的分子重排作用

纪育澧, 凌育宸   

  1. 中央卫生研究院药物学系
  • 投稿日期:1954-03-19 发布日期:2013-06-04

PYRIMIDINE RESEARCH：THE MOLECULAR REARRANGEMENT OF 4-METHYL-5-ETHYL-2, 6-DIMETHOXY-PYRIMIDINE

CHI YUOH-FONG(YUOH-FONG CHI), LING YUOH-CHERN   

  1. Deportment of Pharmaceutics, Central Ruearch Institute of Health
  • Received:1954-03-19 Published:2013-06-04

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(1)4-甲基5-乙基-2,6-二氯代嘧啶曾用磷醯氯和五氯化磷与其相应的2,6-二羟基嘧啶作用制取。(2)4-甲基-5-乙基-2,6-二氯代嘧啶与醇钠作用,极易转变成4-甲基-5-乙基-2,6-二烷氧基嘧啶。(3)4-甲基-5-乙基-2,6-二甲氧基嘧啶和2-氧代-3,4-二甲基-5-乙基-6-甲氧基嘧啶在高温时重排成其稳定构型的(或称内醯胺)的异构体:1,3,4-三甲基-5-乙基-2,6-二氧代嘧啶。另一方面,4-甲基-5-乙基-2,6-二甲氧基嘧啶用碘代甲烷处理并长久放置则仅仅发生部分重排作用,得到2-氧代-3,4-二甲基-5-乙基-6-甲氧基嘧啶。

4-Methyl-6-ethyl-2-thiouracil, m.p. 211°,was prepared according to the directions of Johnson and Baily. 4-Methyl-6-ethyl-uracil, m. p.236°,was formed in a 81% yield from 4-methyl-6-ethyl-2-thiouracil by boiling the latter with an aqueous solution of monochloroacetic acid. 4-Methyl-6-ethyl-uracil reacted with phosphorous oxychloride and phosphorous pentachloride, giving 4-methyl-6-ethyl-2,6-dichloropy-rimidine in a 79% yield.