摘要
为了找到适合大规模生产2-氨基喹啉类化合物的合成方法,以对硝基苄溴和相应的仲胺为原料,经过取代、还原、酰胺化、关环、溴代、叠氮化、还原等反应制备了5个2-氨基喹啉类化合物,并以IR,1HNMR,13CNMR和MS对所制备的化合物结构进行了表征.以6-(吗啉甲基)-2-氨基喹啉和2,5-二甲基-1-苯基-1H-吡咯-3-羧酸为原料,合成了抗肿瘤药物VU-WS113.分别考察了加料顺序、催化剂、反应时间等多个因素对反应的影响.实验结果表明,该方法具有操作简单、反应条件温和以及产率较高等特点,具有大规模制备的前景.
Abstract： In order to find the synthesis method for the large-scale production of 2-aminoquinoline compounds, 4-Nitrobenzylbromide and the corresponding secondary amine were used as the starting compounds. After substitution, reduction, amidation, cyclization, bromination, azidation, and re- duction, five target compounds were synthesized. The structures of the synthetic compounds were characterized by IR （ infrared spectroscopy）, t HNMR, t3 CNMR （ nuclear magnetic resonance ） and MS （mass spectrometry）. The antitumor compound VU-WS113 was synthesized by 6-（ morpholin- omethyl） quinolin-2-amine and 2,5-dimethyl-l-phenyl-lH-pyrrole-3-carboxylic acid. The effects of addition sequence, catalyst, reaction time and other factors on the reaction were investigated. The experimental results show that this process provides an easy, mild and high yield route, with the prospect of large-scale preparation.
出处
《东南大学学报（自然科学版）》
EI
CAS
CSCD
北大核心
2014年第1期129-132,共4页
Journal of Southeast University：Natural Science Edition
基金
国家重点基础研究发展计划(973计划)资助项目(2011CB933503)
作者简介
张曙光（1982-），男，博士生
吉民（联系人），女，博士，教授，博士生导师，jimin@seu．edu．cn．
