2-甲硫基-4-羟基-5-嘧啶甲酸乙酯的工艺优化

doi:10.11944/j.issn.1000-0518.2015.04.140294

摘要/Abstract

摘要：

以S-甲基异硫脲半硫酸盐和乙氧基亚甲基丙二酸二乙酯为主要原料,乙醇为溶剂,合成出2-甲硫基-4-羟基-5-嘧啶甲酸乙酯,研究了2-甲硫基-4-羟基-5-嘧啶甲酸乙酯的工艺优化,考察了投料比、反应温度、反应时间等因素对产率的影响。获得较好的反应条件:n(C₂H₆N₂S·1/2H₂SO₄):n(C₁₀H₁₆O₅):n(NaOH)=1.2:1:1.8,在室温下缓慢滴加NaOH溶液,搅拌反应6 h,酸化得白色固体产物,产率为81.1%。产物结构经熔点测定仪、¹H NMR、ESI-MS、FT-IR等技术手段得到验证。

关键词: 甲硫基羟基嘧啶甲酸乙酯, 工艺优化, 嘧啶衍生物

Abstract:

4-Hydroxyl-2-(methylsulfanyl)-pyrimidine-5-carboxylic acid ethyl ester was synthesized from S-methylisothiourea hemisulfate salt and diethyl ethoxymethylenemalonate in ethanol. The feed ratio, reaction temperature, reaction time and other factors were optimized to improve the yield. The 81.1% yield of white solid product is obtained when the sodium hydroxide solution is dropwisely added into the reaction mixture in a molar ration of n(C₂H₆N₂S·1/2H₂SO₄):n(C₁₀H₁₆O₅):n(NaOH)=1.2:1:1.8 under stirring at room temperature for 6 h then with acid treatment. Its structure was characterized by melting point, ¹H NMR, ESI-MS and FT-IR.

Key words: hydroxyl-(methylsulfanyl)-pyrimidine-carboxylic acid ethyl ester, optimization, pyrimidine derivatives

中图分类号:

O626.4

王海涛, 王宏雁, 杨亮茹, 毛璞, 屈凌波. 2-甲硫基-4-羟基-5-嘧啶甲酸乙酯的工艺优化[J]. 应用化学, 2015, 32(4): 412-415.

WANG Haitao, WANG Hongyan, YANG Liangru , MAO Pu, QU Lingbo. Process Optimization of 4-Hydroxyl-2-(methylsulfanyl)-pyrimidine-5-carboxylic Acid Ethyl Ester Synthesis[J]. Chinese Journal of Applied Chemistry, 2015, 32(4): 412-415.

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