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  

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

作　　者：吴利欢[1,2] 杨定乔[1] 

机构地区：[1]华南师范大学化学与环境学院,广州510006 [2]肇庆学院化学化工学院,肇庆526060

出　　处：《有机化学》2009年第7期1122-1128,共7页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(No.20772036);广东省自然科学基金重点(No.8251063101000002);广东省自然科学基金(No.7005804)资助项目

摘　　要：以邻硝基苯甲醛为起始原料,经还原、Friedlnder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,1HNMR,13CNMR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。2-Methyl-quinoline-3-carboxylic acid ethyl ester （2） was prepared by reduction of o-nitrobenzal-dehydebe 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-substituted- piperazine 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.

关 键 词：喹啉 哌嗪 合成 晶体结构 

分 类 号：TQ463.53[化学工程—制药化工]