Chem. J. Chinese Universities ›› 1998, Vol. 19 ›› Issue (7): 1095.

• Articles • Previous Articles     Next Articles

Synthesis and Carbon Unit Transfer Reactions of Methyl Substituted N5, N10-Methenyl-tetrahydrofolate Coenzymes

ZHAO Bing-Jun1, XIA Chi-Zhong2, CHENG Jin-Pei1   

  1. 1. Department of Chemistry, Nankai University, Tianjin, 300071;
    2. Department of Chemistry, Shanxi University, Taiyuan, 030006
  • Received:1997-06-26 Online:1998-07-24 Published:1998-07-24

Abstract: Acetamide reacts with 1,2-diaminoethane to yield diacyl ethylenediamine, and the consecutive reaction with magnesium and m(or p)-nitrophenylsulfonyl chloride and methyl iodide gives 1,2-dimethyl-3-m (or p)-nitrophenylsulfonyl imidazolinium salts that serve as the models of N5,N10- C+R-tetrahydrofolate(THF) coenzymes(2a, 2b). The latter salts with monofunctional nitrogen nucleophiles(p-methyl aniline, p-methoxy aniline and so on) and carbon nucleophiles(malononitrile) give the intermediate of ethylidyne transfer reaction. Bifunctional nucleophiles (1,2-diaminobenzene, 2-aminophenol) react with 2a and 2b to yield ethylidyne transfer products.

Key words: Tetrahydrofolate, Coenzyme models, One carbon unit, Imidazolinium salt

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