Process Optimization of 4-Hydroxyl-2-(methylsulfanyl)-pyrimidine-5-carboxylic Acid Ethyl Ester Synthesis

doi:10.11944/j.issn.1000-0518.2015.04.140294

Chinese Journal of Applied Chemistry ›› 2015, Vol. 32 ›› Issue (4): 412-415.DOI: 10.11944/j.issn.1000-0518.2015.04.140294

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Process Optimization of 4-Hydroxyl-2-(methylsulfanyl)-pyrimidine-5-carboxylic Acid Ethyl Ester Synthesis

WANG Haitao, WANG Hongyan, YANG Liangru^*, MAO Pu, QU Lingbo

School of Chemistry and Chemical Engineering,He'nan University of Technology,Zhengzhou 450000,China

Received:2014-08-25 Revised:2014-11-14 Published:2015-04-10 Online:2015-04-10
Contact: Corresponding author:YANG Liangru, associate professor; Tel:0371-67756718; E-mail:lryang2003@aliyun.com; Research interests:organic synthesis and organometallic chemistry
Supported by:
Supported by the National Natural Science Foundation of China (No.21172055)

Abstract

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

CLC Number:

O626.4

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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Process Optimization of 4-Hydroxyl-2-(methylsulfanyl)-pyrimidine-5-carboxylic Acid Ethyl Ester Synthesis

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