CAJ | 학술논문

以邻硝基苯甲醛为起始原料,经还原、Friedlander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.
이린초기분갑철위기시원료,경환원、Friedlander축합반응합성2-갑기-3-규람갑산을지(2),2경N-추대정이선아알(NBS)추대득도화합물3,3재여N-취대고진5a～5p발생SN2친핵취대반응,합성일계렬2-(취대고진-1-갑기)-3-규람갑산을지급기연생물6a～6p.타문적결구통과원소분석,IR,1H NMR,13C NMR화MS진행료감정화표정,병용X사선연사법측정료화합물6n적정체결구.
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.