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水介质中9,10-二芳基吖啶的洁净合成
引用本文:史达清,拾景文,姚浩.水介质中9,10-二芳基吖啶的洁净合成[J].有机化学,2009,29(2):239-244.
作者姓名:史达清  拾景文  姚浩
作者单位:1. 苏州大学化学化工学院,苏州,215123;徐州师范大学化学化工学院,徐州,221116
2. 徐州师范大学化学化工学院,徐州,221116
基金项目:江苏省药用植物生物技术重点实验室基金 
摘    要:水介质中在十二烷基磺酸钠(SDS)催化下, 席夫碱与双甲酮反应合成了一系列9,10-二芳基吖啶衍生物, 同时分离得到一种中间产物. 所有产物的结构通过红外光谱和1H NMR光谱确定, 产物10-(4-氯苯基)-9-(4-甲氧基苯基)-3,3,6,6-四甲基-3,4,6,7,9,10-六氢化吖啶-1,8(2H,5H)-二酮(3i)和中间产物2-{4-氯苯基-2-(4-甲氧基苯基氨基)-4,4-二甲基-6-氧代环已-1-烯基]甲基}-3-羟基-5,5-二甲基环已-2-烯酮(4h)的结构还通过单晶X射线衍射分析确证.

关 键 词:9  10-二芳基吖啶  合成  水介质  双甲酮
收稿时间:2008-3-14
修稿时间:2008-7-18

Clean Synthesis of 9,10-Diarylacridine Derivatives in Aqueous Media
Shi Daqing,Shi Jingwen,Yao Hao.Clean Synthesis of 9,10-Diarylacridine Derivatives in Aqueous Media[J].Chinese Journal of Organic Chemistry,2009,29(2):239-244.
Authors:Shi Daqing  Shi Jingwen  Yao Hao
Institution:(a College of Chemistry and Chemical Engineering, Suzhou University, Suzhou 215123)
(b College of Chemistry and Chemical Engineering, Xuzhou Normal University, Xuzhou 221116)
Abstract:9,10-Diarylacridine derivatives were synthesized by the reaction of Schiff base with dimedone using sodium dodecanesulfonate (SDS) as catalyst in aqueous media. An intermediate was separated. The structures of all the products were determined by IR and 1H NMR spectra and the structures of product 10-(4-chlorophenyl)-9-(4-methoxyphenyl)-3,36,6-tetramethyl-3,4,6,7,9,10-hexahydroacridine-1,8(2H,5H)- dione (3i) and the intermediate 2-{4-chlorophenyl-2-(4-methoxyphenylamino)-4,4-dimethyl-6-oxocyclo- hex-1-enyl]methyl}-3-hydroxy-5,5-dimethylcyclohex-2-enone (4h) were further confirmed by X-ray analy-sis.
Keywords:9  10-diarylacridine  synthesis  aqueous media  dimedone
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