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Chin. J. Org. Chem. ›› 2009, Vol. 29 ›› Issue (07): 1122-1128. Previous Articles     Next Articles

Original Articles

2-(取代哌嗪-1-甲基)-3-喹啉甲酸乙酯及其衍生物的合成、 表征及晶体结构

吴利欢a,b ; 杨定乔*,a   

  1. (a华南师范大学化学与环境学院 广州 510006)
    (b肇庆学院化学化工学院 肇庆 526060)
  • 收稿日期:2008-11-20 修回日期:2009-04-20 发布日期:2009-07-22
  • 通讯作者: 杨定乔

Synthesis, Characterization and Single Crystal Structure of Ethyl 2-(Substituted-piperazin-1-ylmethyl)-quinoline-3-carboxylate Derivatives

Wu, Lihuan a,b ; Yang, Dingqiao*,a   

  1. (a School of Chemistry and Environment, South China Normal University, Guangzhou 510006)
    (b School of Chemistry and Chemical Engineering, Zhaoqing University, Zhaoqing 526060)
  • Received:2008-11-20 Revised:2009-04-20 Published:2009-07-22
  • Contact: Yang, Dingqiao

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2-Methyl-quinoline-3-carboxylic acid ethyl ester (2) was prepared by reduction of o-nitrobenzal- dehydebe and Friedländer condensation with o-aminobenzaldehyde, followed by bromination with N-bromosuccinimide (NBS) to give compound 3. The SN2 reaction of compound 3 with N-substituted- piperazine 5a～5p yielded a series of ethyl 2-(substituted-piperazin-1-ylmethyl)-quinoline-3-carboxylate de-rivatives 6a～6p. The structures of the title compounds 6a～6p were characterized by elemental analysis, IR, 1H NMR, 13C NMR and MS techniques. The compound 6n was confirmed by X-ray single crystal dif-fraction analysis.

Key words: crystal structure, piperazine, synthesis, quinoline