Chinese Journal of Applied Chemistry ›› 2020, Vol. 37 ›› Issue (5): 512-517.DOI: 10.11944/j.issn.1000-0518.2020.05.190287

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Synthesis of N-Cyanoethyl-N-hydroxyethylaniline Catalyzed by Acdic Ionic Liquid

GUO Hui(),YIN Yuanyuan,ZHANG Xueying,ZHUANG Yuwei,JIAN Cao,ZHANG Guobao()   

  1. High & New Technology Research Center of Henan Academy of Sciences,Zhengzhou 450002,China
  • Received:2019-10-25 Accepted:2020-02-20 Published:2020-05-01 Online:2020-04-29
  • Contact: GUO Hui,ZHANG Guobao

Abstract:

N-Cyanoethyl-N-hydroxyethylaniline is an important dye intermediate with a wide range of applications. A green and efficient protocol for the synthesis of N-cyanoethyl-N-hydroxyethylaniline by reaction of acrylonitrile and N-hydroxyethyl aniline with 1-butyl-3-methylimidazolium hydrosulphates ionic liquid ([Bmim]HSO4) as the catalyst has been developed, eliminating the inert-gas welding and complex operation of traditional methods. The effect of ionic liquid, the amount of ionic liquid, the ratio of substrates, temperature and time were investigated. The optimum reaction conditions were obtained as follow:[BMIM]HSO4 0.8 mmol, n(N-hydroxyethyl aniline):n(acrylonitrile)=1:1.2, reaction time of 12 h, reaction temperature of 90 ℃. The acdic ionic liquid could be easily separated and reused for at least 5 times without significantly decrease in catalytic activity.

Key words: acdic ionic liquid, N-cyanoethyl-N-hydroxyethylaniline, acrylonitrile, N-hydroxyethyl aniline