Sulfuric Acid → HCID 14700393, compound

Participants

Reaction Steps

To acetonitrile (30 ml) was added concentrated sulfuric acid (2.94 g, 0.03 mol) followed by 4-(1-hydroxyethyl)-5-methylsulfonylthiophene-2-sulfonamide (2.85 g, 0.01 mol). The resulting solution was stirred at room temperature for 24 hours. Only about 1/2 of the alcohol had reacted so additional sulfuric acid (2.94 g, 0.03 mol) was added. After another 16 hours at room temperature the reaction was complete. The mixture was basified with excess NaHCO3. Acetonitrile (100 ml) was added, the mixture was filtered and the acetonitrile was evaporated in vacuo. The residue was taken up in ethyl acetate, washed with saturated NaCl solution, dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The solid obtained was recrystallized from water to give 1.1 g (34%) of yellow solid, m.p. 114-117° C. HPLC and TLC confirmed the purity and NMR confirmed the structure.

Provenance & Evidence