高等学校化学学报

高等学校化学学报 ›› 1998, Vol. 19 ›› Issue (S1): 302.

• Organic Synthesis Chemistry • 上一篇    下一篇

Synthesis and Characterization of 2-[(3-Aminophenyl)sulfonyl] ethanol Hydrogen Sulfate

单尚1, 祝一锋1, 胡耿源2   

  1. 1. College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014;
    2. Institute of Applied Chemistry, Zhejiang University, Hangzhou 310027
  • 出版日期:1998-12-31 发布日期:1998-12-31

Synthesis and Characterization of 2-[(3-Aminophenyl)sulfonyl] ethanol Hydrogen Sulfate

Shan Shang1, Zhu Yifeng1, Hu Gengyuan2   

  1. 1. College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014;
    2. Institute of Applied Chemistry, Zhejiang University, Hangzhou 310027
  • Online:1998-12-31 Published:1998-12-31

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摘要： 2-[(3-Aminophenyl)sulfonyl] ethanol hydrogen sulfate (APSES) is an important intermediate for reactive dyes.It can be used to synthesize KN type reactive dyes, which have broad colour spectra,good water solubility, excellent adaptability for different dye technique,etc. Synthesis of APSES were currently developed by Kato Kuniok et al[1] and Sanki[2].Kato had attempted to synthesize of APSES by reaction of sodium benzenesulfinate as raw material with ethylene oxide to obtain 2-phenylsulfonyl ethanol(PSE). The PSE could further be nitrated and hydrogenated to obtain 2-[(3-aminophenyl)sulfonyl]ethanol (APSE). Finally,APSE was reacted with oleum to obtain 2-[(3-aminophenyl) sulfonyl] ethanol hydrogen sulfate (APSES). Sanki had discoved a new synthetic method for the PSE. The PSE was prepared by first reaction of thiophenol as raw material with chloroethanol, and then by oxidation with hydrogen peroxide.The above mentioned two methods are not easily be adopted in industries at home. The shortage and cost of the thiophenol and sodium benzenesulfinate are mainly limited. We modificated a new synthetic pathway for APSES by five steps. The experimental procedures are shown the following.

Abstract: 2-[(3-Aminophenyl)sulfonyl] ethanol hydrogen sulfate (APSES) is an important intermediate for reactive dyes.It can be used to synthesize KN type reactive dyes, which have broad colour spectra,good water solubility, excellent adaptability for different dye technique,etc. Synthesis of APSES were currently developed by Kato Kuniok et al[1] and Sanki[2].Kato had attempted to synthesize of APSES by reaction of sodium benzenesulfinate as raw material with ethylene oxide to obtain 2-phenylsulfonyl ethanol(PSE). The PSE could further be nitrated and hydrogenated to obtain 2-[(3-aminophenyl)sulfonyl]ethanol (APSE). Finally,APSE was reacted with oleum to obtain 2-[(3-aminophenyl) sulfonyl] ethanol hydrogen sulfate (APSES). Sanki had discoved a new synthetic method for the PSE. The PSE was prepared by first reaction of thiophenol as raw material with chloroethanol, and then by oxidation with hydrogen peroxide.The above mentioned two methods are not easily be adopted in industries at home. The shortage and cost of the thiophenol and sodium benzenesulfinate are mainly limited. We modificated a new synthetic pathway for APSES by five steps. The experimental procedures are shown the following.

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