Sulfuric Acid → HCID 23050272, compound

Participants

Reaction Steps

To a stirred solution of 4-[1-(methoxyethoxymethoxy)ethyl]-5-methylsulfonylthiophene-sulfonamide (6.58 g, 0.0186 mol) in methanol (25 ml) was added dropwise over a 10 minute period a cold solution of 50% (by volume) sulfuric acid. The solution was stirred for an additional 20 minutes at room temperature. The reaction solution was basified with NaHCO3 with cooling and was concentrated to dryness in vacuo at 40° C. bath temperature. The solid residue was extracted with hot ethyl acetate and with 20% methanol/ethyl acetate. Concentration of the extracts in vacuo gave 4.0 g of solid which was purified by chromatography on silica gel using 5% methanol in methylene chloride. There was obtained 3.0 g (60%) of product, m.p. 172-185° C.

Provenance & Evidence