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有机化学 ›› 2005, Vol. 25 ›› Issue (9): 1121-1124. 上一篇    下一篇

研究简报

N-糖基-N'-(6-取代色酮-3-基-亚甲氨基)硫脲类化合物的合成

吴鹏1，曹玲华*,1,2   

  1. (1新疆大学化学化工学院 乌鲁木齐 830046)
    (2南开大学元素有机化学国家重点实验室 天津 300071)
  • 收稿日期:2004-10-15 修回日期:2005-03-28 发布日期:2005-08-24
  • 通讯作者: 曹玲华

Synthesis of N-Glycosyl-N'-6-substitutedchromon- 3-ylmethylideneaminothioureas

WU Peng 1,CAO Ling-Hua*,1,2   

  1. (1 College of Chemistry and Chemical Engineering, Xinjiang University, Urumqi 830046)
    (2 State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071)
  • Received:2004-10-15 Revised:2005-03-28 Published:2005-08-24
  • Contact: CAO Ling-Hua

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糖基异硫氰酸酯(1a～1c)与无水肼反应, 生成糖基氨基硫脲2a～2c, 再与6-取代-3-甲酰基色酮3a～3d反应, 得到一系列新的N-糖基-N-(6-取代色酮-3-基-亚甲氨基)硫脲类化合物4a～4d, 5a～5d, 6a～6d. 所有新化合物的结构均经IR, 1H NMR, MS谱和元素分析证实. 所得糖的衍生物构型保持不变, 均为β-型.

关键词: 糖基异硫氰酸酯, 硫脲, 色酮

The glycosyl isothiocyanates 1a～1c reacted with anhydrous hydrazine gave N-glycosyl- N'-aminothioureas 2a～2c, which then reacted further with 6-substituted-3-formylchromones 3a～3d to give a series of new N-glycosyl-N-6-substitutedchromon-3-ylmethylideneaminothioureas 4a～4d, 5a～5d, 6a～6d. The structures of the new compounds were established on the basis of IR, 1H NMR and MS data, and the derivatives of glycose kept the original β-configuration.

Key words: thiourea, glycosyl isothiocyanate, chromone