第 36 卷第 5 期 Vol. 36 No. 5 2006 年 10 月 Oct 2006

所属栏目：医药及中间体 阿巴卡韦中间体2-杂氮双环[2,2,1]庚-5-烯-3-酮的合成

陈灿; 郭莉娜; 李宏伟; 侯仲轲(湖南化工研究院药物研究所; 华中师范大学; 湖南长沙; 湖北武汉)

摘　要：采用一步法由对甲基苯亚磺酸钠与氯化氰及1,3-环戊二烯合成目标物2-杂氮双环[2,2,1]庚-5-烯-3-酮。反应条件为:n(对甲基苯亚磺酸钠)∶n(氯化氰)∶n(1,3-环戊二烯)=0.48∶1.05∶1,反应温度控制在15℃,反应7h,反应中控制pH=5,可得纯度为95%的产品,收率由文献报道的64%提高到78%。

关键词：一步法; 合成; 2-杂氮双环[2; 2; 1]庚-5-烯-3-酮

中图分类号：TQ463　　文献标识码：A　　文章编号：1009-9212(2006)05-0036-03

Synthesis of 2-Azabicyclohept-5-en-3-one as an Intermediate for Abacavir

CHEN Can1; GUO Li-na2; LI Hong-wei2; HOU Zhong-ke1（1.Institute of Pharmaceuticals; Hunan Research Institute of Chemical Industry; Changsha 410007; China; 2.Central China Normal University; Wuhan 430079; China）

Abstract：2-Azabicyclohept-5-en-3-one was synthesized from sodium-p-toluene sulfinate with cyanogens chloride and cyclopentadiene by one-pot process.The optimal conditions were as follow: the mole ratio of sodium-p-toluene sulfinate:cyanogens chloride:cyclopentadiene was 0.48∶1.05∶1,the reaction temperature 15℃,reaction time 5 h and pH of the reaction 5.Under these optimal conditions,the purity of product was 95%,and The yield was increased from 64% to 78%.

Key words：one-pot process; synthesis; 2-azabicyclohept-5-en-3-one

收稿日期：2006-07-12

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