Sulfuric Acid → HCID 131714302, compound

Participants

Reaction Steps

328.4 parts of ethylene glycol bis-(2-acetaminophenyl)ether are reacted in accordance with Example 1 with 1,100 parts of chlorosulfonic acid and 250 parts of thionyl chloride to give ethylene glycol bis-(2-acetamino-4-chlorosulfonylphenyl)ether. After its isolation, this compound is reduced in the method described in Example 1 by means of 572 parts of 40% strength aqueous sodium bisulfite to ethylene glycol bis-(2-acetamino-4-sulfinophenyl)ether and, analogously to the method in Example 1, the resulting bis-sulfinic acid is converted, by means of 540 parts of ethylene oxide, into ethylene glycol bis-(2-acetamino-4-hydroxyethylsulfonylphenyl)ether. The crude product, as detailed in Example 1, is deacetylated by means of 1,500 parts of 5% strength aqueous sulfuric acid and ethylene glycol bis-(2-amino-4-β-hydroxyethylphenyl)ether is formed. This product, after drying, melts at 144°-146° C.

Provenance & Evidence