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. Condensa- tion and elimination of HCl to form biphenyl sulfone derivatives; 2. Addition to give bisulfonyl ethane derivative via vinyl sulfone; and 3. Hydroxylethylation on O-atom to produce hydroxylethyl- sulfinate due to the tautomerism of sulfinic acid.
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