Hydrochloric Acid → 3-cyano-4-fluoro-N-(1,2,4-thiadiazol-5-yl)benzenesulfonamide

Participants

Reaction Steps

Sodium hydroxide (5.08 g, 130 mmol) was dissolved in water (60 mL) and 1,4-dioxane (300 mL). 1,2,4-Thiadiazol-5-amine (10 g, 100 mmol) was added and the reaction mixture was stirred for 5 minutes. 3-Cyano-4-fluorobenzene-1-sulfonyl chloride (8.25 g, 38 mmol) was added and the reaction mixture was allowed to stir for 3 hours at 20° C. After this time, the reaction mixture was poured into 1N aqueous hydrogen chloride solution (150 mL). This solution was extracted with ethyl acetate (3×50 mL). The combined organics were dried over sodium sulfate, filtered and concentrated in vacuo to afford the title compound as a brown solid (13 g, 69%).

Provenance & Evidence