A Study on Side Reactions of Hydroxyethylation of 3-Nitro-4- chlorobenzenesulfinic Acid with Ethylene Oxide  

作　　者：Zhen Tang DONG Zu Wang WU Zhi Wei WANG Yun De WANG Yin Zhou YU 

机构地区：[1]The State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116012 [2]Dankong Industrial and Trade Co. Ltd., Taizhou 318000

出　　处：《Chinese Chemical Letters》2006年第5期613-616,共4页中国化学快报（英文版）

摘　　要：The reaction of 3-nitro-4-chlorobenzenesulfinic acid and ethylene oxide to obtain 2-nitro-4-（β-hydroxyethylsulfonyl）chlorobenzene had been studied. Except hydroxyethylation on the sulfur atom of 3-nitro-4-chlorobenzenesulfinic acid to form the target product, 2-nitro-4-（β- hydroxyethylsulfonyl）chlorobenzene, there presented three kinds of side reactions： 1. Condensation and elimination of HCI to form biphenyl sulfone derivatives; 2. Addition to give bisulfonyl ethane derivative via vinyl sulfone; and 3. Hydroxylethylation on O-atom to produce hydroxylethylsulfinate due to the tautomerism of sulfinic acid.The reaction of 3-nitro-4-chlorobenzenesulfinic acid and ethylene oxide to obtain 2-nitro-4-（β-hydroxyethylsulfonyl）chlorobenzene had been studied. Except hydroxyethylation on the sulfur atom of 3-nitro-4-chlorobenzenesulfinic acid to form the target product, 2-nitro-4-（β- hydroxyethylsulfonyl）chlorobenzene, there presented three kinds of side reactions： 1. Condensation and elimination of HCI to form biphenyl sulfone derivatives; 2. Addition to give bisulfonyl ethane derivative via vinyl sulfone; and 3. Hydroxylethylation on O-atom to produce hydroxylethylsulfinate due to the tautomerism of sulfinic acid.

关 键 词：Hydroxyethyl-2-nitrochlorobenzene-4-sulfinate 3-nitro-4-chlorobenzenesulfinic acid 2-nitro-4-（β- hydroxyethylsulfonyl）chlorobenzene. 

分 类 号：O625.7[理学—有机化学]