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Citation: WANG Lin, YANG Hao, CHEN Wen-Tao, XING Wen-Ru, YAO Xing-Zhi. An Improved Cyclization Technology for Synthesizing Trimethoprim from 3,4,5-Trimethoxybenzaldehyde[J]. Chinese Journal of Applied Chemistry, ;2002, 19(11): 1072-1075. shu

An Improved Cyclization Technology for Synthesizing Trimethoprim from 3,4,5-Trimethoxybenzaldehyde

1.
Department of Chemistry, Nanyang Teachers College, Nanyang, 473061

Corresponding author: WANG Lin,
Received Date: 17 January 2002
Available Online: 10 May 2002
Fund Project: 河南省教育厅科技攻关项目(2000530008) (2000530008)

The cyclization process was carried out by double reflux instead of conventional single reflux and at the cyclization stage a solvent was added to the reaction mixture during the synthesis of trimethoprim(TMP) from 3,4,5-trimethoxy benzaldehyde. Cyclization yield was raised to 90% based on condensation product consisting of 80% T-(3,4,5-trimethoxy-benzal)-U-alkoxy-propionitrile and 20% T-(3,4,5-trimethoxy-benzyl)-U-alkoxy-acrylonitrile. The cyclization conditions were obtained by orthogonal factors and single factors experiments. When the mass of condensation product was 10 g, the temperature/time of the first and 2nd reflux were 80℃/2h, and 84~86℃/3h respectively, the amount of ethylene glycol monomethylether was 30 mL, the mass of guanidine nitrate was 11 g, at 100℃ for 4 h, TMP yield could be reached 90%.
- trimethoxybenzaldehyde,
- trimethoprim,
- cyclization
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