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Synthesis and Characterization of 2-[(3-Aminophenyl)sulfonyl] ethanol Hydrogen Sulfate
Authors:Shan Shang  Zhu Yifeng  Hu Gengyuan
Affiliation:1. College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014;2. Institute of Applied Chemistry, Zhejiang University, Hangzhou 310027
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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