有机化学 ›› 2009, Vol. 29 ›› Issue (01): 119-122. 上一篇    下一篇

研究简报

微波辐射下2-[4-二-(4-氟苯)甲基]哌嗪乙酰腙化合物的合成

李清寒* ; 赵志刚   

  1. (西南民族大学化学与环境保护工程学院 成都 610041)
  • 收稿日期:2008-02-27 修回日期:2008-08-14 发布日期:2009-01-20
  • 通讯作者: 李清寒

Microwave-Assisted Synthesis of 2-[4-Bi-(4-fluorophenyl)- methylpiperazin-1-yl] Acteyl Hydrazones

Li, Qinghan*; ZHAO, Zhigang   

  1. (College of Chemistry and Environmental Protection Engineering, Southwest University for Nationalities, Chengdu 610041)
  • Received:2008-02-27 Revised:2008-08-14 Published:2009-01-20
  • Contact: Li, Qinghan

微波辐射条件下, 以丙酮作溶剂, 1-[二-(4-氟苯)甲基]哌嗪与氯乙酸乙酯反应得到2-[二-(4-氟苯)甲基]哌嗪乙酸乙酯(1), 1与水合肼在微波辐射条件下反应得到2-[二-(4-氟苯)甲基]哌嗪乙酰肼(2), 进一步在微波辐射条件下由2-[二-
(4-氟苯)甲基]哌嗪乙酰肼(2)与取代芳香醛反应制得目标化合物3a~3f. 合成的6个目标化合物通过熔点测定和质谱、红外光谱、核磁共振氢谱分析、元素分析对其结构进行确证.

关键词: 1-[二-(4-氟苯)甲基]哌嗪, 酰腙, 有机合成, 微波辐射

Six new 2-[4-bi-(4-fluorophenyl)-methylpiperazin-1-yl] acteyl hydrazones 3a~3f were synthesized. Under microwave irradiation conditions, 1-[bi-(4-fluorophenyl)methyl]-piperazine was reacted with ethyl chloroacetate in acetone to form ethyl 2-[4-bi-(4-fluorophenyl)-methylpiperazin-1-yl]acetate (1). Compoun 1 was reacted with hydrazine to give 2-[4-bi-(4-fluorophenyl)-methylpiperazin-1-yl]acteyl hydrazine (2) under microwave irradiation conditions. Treatment of the compound 2 with aromatic aldehydes under microwave irradiation yielded the corresponding compounds 2-[4-bi-(4-fluorophenyl)methylpiperazin- 1-yl] acteyl hydrazones 3a~3f with good yields. The structures of the six new compounds were confirmed by IR, 1H NMR, MS techniques and elemental analysis.

Key words: hydrazone, 1-[bi-(4-fluorophenyl)-methyl]piperazine, organic synthesis, microwave irradiation