Water → HCID 20033724, compound

Participants

Reaction Steps

5-(4-methoxyphenylsulfonyl)-4-methylthiophene-2-sulfonamide (9.75 g, 0.028 mol) was suspended in methylene chloride (150 ml) and a 1.0M solution of boron tribromide in methylene chloride (90 ml, 0.09 mol) was added dropwise over 1/2 hour, at 0° C. Then the solution was stirred at ambient temperature for 5 hours. The solution was added to ice and water (500 ml) and ethyl acetate (500 ml) was added. The organic layer was separated, washed with saturated NaCl, saturated NaHCO3 and again with saturated NaCl, dried, filtered and concentrated in vacuo. A yellow oil was obtained which crystallized from ethyl acetate-n-butyl chloride. Yield was 67%. The recrystallized white solid melted at 170°-172° C. Purity and structure were confirmed by C, H, N, analyses, HPLC and NMR.

Provenance & Evidence