Ethanol → HCID 13922897, compound

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Reaction Steps

A mixture of 5-(carboxymethoxy)benzo[b]thiophene-2-sulfonamide (1.50 g, 0.0052 m) in ethanol (15 ml) and concentrated sulfuric acid (3 ml) was refluxed with stirring for 5 hours. Ethanol was evaporated under reduced pressure, the residue was treated with H2O (25 ml) and extracted with ethyl acetate (50 ml and 2×25 ml). The combined extracts were washed with H2O, saturated sodium bicarbonate solution (2×25 ml), and three times with H2O. After drying over Na2SO4, the solvent was evaporated under reduced pressure to afford 1.43 g (87%) of product. Recrystallization from nitromethane afforded 1.12 g of analytically pure product melting at 167.5°-168° C.

Provenance & Evidence