Chin. J. Org. Chem. ›› 2008, Vol. 28 ›› Issue (10): 1830-1835. Previous Articles     Next Articles



段崇刚a,b ; 徐为人c ; 汤立达c ; 贾 炯a ; 王建武*,a   

  1. (a山东大学化学与化工学院 济南 250100)
    (b山东省医药工业研究所 济南 250100)
    (c天津药物研究院 天津 300193)
  • 收稿日期:2008-01-02 修回日期:2008-05-08 发布日期:2008-10-20
  • 通讯作者: 王建武

Synthesis of 8-Aryl-substituted 4-amino-6-chloro-8H-pteridin-7-one

DUAN, Chong-Gang a,b ; XU, Wei-Ren c; TANG, Li-Da c ; JIA, Jiong a ; WANG, Jian-Wu*,a

  1. (a College of Chemistry and Chemical Engineering, Shandong University, Jinan 250100) (b Shandong Institute of Pharmaceutical Industry, Jinan 250100)
    (c Tianjin Institute of Pharmaceutical Research, Tianjin 300193)
  • Received:2008-01-02 Revised:2008-05-08 Published:2008-10-20
  • Contact: WANG, Jian-Wu

A series of novel 8-aryl substituted 4-amino-6-chloro-8H-pteridin-7-one derivatives were synthesized by cyclization of 4-[(un)substituted anilino]-5,6-diaminopyrimidine with oxalic acid dihydrate and subsequent chlorination. Their structures were confirmed by 1H NMR, 13C NMR, IR, ESI-MS and elemental analysis. The structure of 4-amino-6-chloro-8-p-tolyl-8H-pteridin-7-one (3a) was further determined by X-ray crystallographic analysis, providing a proof of the regioselectivity in the related cyclization reaction.

Key words: oxalic acid, triaminopyrimidine, cyclization, synthesis, pteridinone