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| 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 | |
| 引用本文： | 吴利欢,杨定乔.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[J].有机化学,2009,29(7):1122-1128. |
| 作者姓名： | 吴利欢 杨定乔 |
| 作者单位： | 1. 华南师范大学化学与环境学院,广州,510006;肇庆学院化学化工学院,肇庆,526060 2. 华南师范大学化学与环境学院,广州,510006 |
| 基金项目： | 国家自然科学基金，广东省自然科学基金重点项目，广东省自然科学基金 |
| 摘 要： | 以邻硝基苯甲醛为起始原料, 经还原、Friedländer 缩合反应合成2-甲基-3-喹啉甲酸乙酯(2), 2经N-溴代丁二酰亚胺(NBS)溴代得到化合物3, 3再与N-取代哌嗪5a～5p 发生SN2亲核取代反应, 合成一系列2-(取代哌嗪-1-甲基)-3-喹啉甲酸乙酯及其衍生物6a～6p. 它们的结构通过元素分析, IR, 1H NMR, 13C NMR和MS进行了鉴定和表征, 并用X射线衍射法测定了化合物6n的晶体结构. |
| 关 键 词： | 喹啉 哌嗪 合成 晶体结构 |
| 收稿时间： | 2008-11-20 |
| 修稿时间： | 2009-4-20 |
Synthesis, Characterization and Single Crystal Structure of Ethyl 2-(Substituted-piperazin-1-ylmethyl)-quinoline-3-carboxylate Derivatives |
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| Wu, Lihuan,Yang, Dingqiao.Synthesis, Characterization and Single Crystal Structure of Ethyl 2-(Substituted-piperazin-1-ylmethyl)-quinoline-3-carboxylate Derivatives[J].Chinese Journal of Organic Chemistry,2009,29(7):1122-1128. | |
| Authors: | Wu Lihuan Yang Dingqiao |
| Institution: | (a School of Chemistry and Environment, South China Normal University, Guangzhou 510006) (b School of Chemistry and Chemical Engineering, Zhaoqing University, Zhaoqing 526060) |
| Abstract: | 2-Methyl-quinoline-3-carboxylic acid ethyl ester (2) was prepared by reduction of o-nitrobenzaldehydebe and Friedlander condensation with o-aminobenzaldehyde, followed by bromination with N-bromosuccinimide (NBS) to give compound 3. The SN2 reaction of compound 3 with N-substitutedpiperazine 5a～5p yielded a series of ethyl 2-(substituted-piperazin-1-ylmethyl)-quinoline-3-carboxylate derivatives 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 diffraction analysis. |
| Keywords: | quinoline piperazine synthesis crystal structure |
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