研究简报

苯桥连的双[噻唑并[4,5-d]嘧啶-7(6H)-酮]衍生物的合成

  • 方正东 ,
  • 袁意 ,
  • 叶华林
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  • 湖北师范学院化学与环境工程学院 黄石 435002

收稿日期: 2012-07-25

  修回日期: 2012-08-21

  网络出版日期: 2012-08-27

基金资助

湖北省自然科学基金(No. 2010CDA061)资助项目.

Synthesis of Benzene-Bridged Bis(thiazolo[4,5-d]pyrimidin-7(6H)-one) Derivatives

  • Fang Zhengdong ,
  • Yuan Yi ,
  • Ye Hualing
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  • College of Chemistry and Environmental Engineering, Hubei Normal University, Huangshi 435002

Received date: 2012-07-25

  Revised date: 2012-08-21

  Online published: 2012-08-27

Supported by

Project supported by the Natural Science Foundation of Hubei Province (No. 2010CDA061).

摘要

在乙醇钠的催化下, 4-[(三苯基膦叶立德)氨基]-2,3-二氢-3-苯基-2-硫代噻唑-5-羧酸乙酯(膦亚胺1)与芳香基二异氰酸酯和亲核试剂的双氮杂Wittig反应制得苯桥连的双[噻唑并[4,5-d]嘧啶-7(6H)-酮]衍生物, 产率为56%~92%. 产物结构经IR, 1H NMR, MS和元素分析确证.

本文引用格式

方正东 , 袁意 , 叶华林 . 苯桥连的双[噻唑并[4,5-d]嘧啶-7(6H)-酮]衍生物的合成[J]. 有机化学, 2012 , 32(12) : 2354 -2357 . DOI: 10.6023/cjoc201207037

Abstract

Bis-aza-Wittig reactions of ethyl 4-[(triphenylphosphanylidene)amino]-2,3-dihydro-3-phenyl-2-thioxothiazole-5-carboxylate (iminophosphorane 1) with aromatic diisocyanate and nucleophilic reagents produced novel benzene-bridged bis(thiazolo[4,5-d]pyrimidin-7(6H)-one) derivatives in the presence of EtONa in 56%~92% yields. The structures of compounds were confirmed by 1H NMR, IR, MS and elemental analysis.

参考文献

[1] Ding, M.-W. Sci. Sin. Chim. 2010, 40, 869 (in Chinese).
(丁明武, 中国科学(化学), 2010, 40, 869.)
[2] Parmar, K.; Suthar, B.; Suthar, A.; Maheta, A. J. Heterocycl. Chem. 2009, 46, 975.
[3] Hafez, H. N.; EI-Gazzar, A. B. A. Bioorg. Med. Chem. Lett. 2008, 18, 5222.
[4] Pedeboscq, S.; Gravier, D.; Casadebaig, F.; Hou, G.; Gissot, A.; Giorgi, F. D.; Ichas, F.; Cambar, J.; Pometan, J. P. Eur. J. Med. Chem. 2010, 45, 2473.
[5] Murty, S. R.; Kesur, R. R.; Rayudu, V. R. Med. Chem. Res. 2011, 20, 576.
[6] Molina, P.; Alajarin, M.; Vdal, A. Tetrahedron 1995, 51, 5351.
[7] Ding, M. W.; Xu, S. Z.; Zhao, J. F. J. Org. Chem. 2004, 69, 8366.
[8] Yang, X. H.; Wu, M. H.; Sun, S. F.; Ding, M. W. J. Heterocycl. Chem. 2008, 45, 1365.
[9] Yang, X.-H.; Wu, M.-H.; Ding, M.-W. Chin. J. Org. Chem. 2010, 30, 1032 (in Chinese).
(杨绪红, 吴鸣虎, 丁明武, 有机化学 2010, 30, 1032.)
[10] Fang, Z.-D.; Liu, J.-Q. Chin. J. Org. Chem. 2011, 31, 2102 (in Chinese).
(方正东, 吕鉴全, 有机化学2011, 31, 2102.)
[11] Fang, Z.-D.; Liu, J.-Q.; Wei, Y.-C.; Yuan, X.-Y. Chin. J. Org. Chem. 2012, 32, 197 (in Chinese).
(方正东, 吕鉴全, 卫杨超, 袁叔雅, 有机化学 2012, 32, 197.)
[12] Palacios, F.; Alonso, C.; Aparicio, D. T.; Rubiales, G.; Santos, J. Tetrahedron 2007, 63, 523.
[13] Liang, Y.; Fan, S.; Mo, W. Y.; He, H. W. J. Fluorine Chem. 2007, 128, 879.
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