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有机化学 ›› 2009, Vol. 29 ›› Issue (02): 239-244. 上一篇    下一篇

研究论文

水介质中9,10-二芳基吖啶的洁净合成

史达清*; 拾景文 ; 姚 浩   

  1. (a苏州大学化学化工学院 苏州 215123)
    (b徐州师范大学化学化工学院 徐州 221116)
  • 收稿日期:2008-03-14 修回日期:2008-07-18 发布日期:2009-02-20
  • 通讯作者: 史达清

Clean Synthesis of 9,10-Diarylacridine Derivatives in Aqueous Media

Shi, Daqing* ; Shi, Jingwen; Yao, Hao   

  1. (a College of Chemistry and Chemical Engineering, Suzhou University, Suzhou 215123)
    (b College of Chemistry and Chemical Engineering, Xuzhou Normal University, Xuzhou 221116)
  • Received:2008-03-14 Revised:2008-07-18 Published:2009-02-20
  • Contact: Shi, Daqing

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1226

被引次数

3 | 2

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: 双甲酮, 9,10-二芳基吖啶, 合成, 水介质

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.

Key words: synthesis, aqueous media, dimedone, 9,10-diarylacridine