Hydrochloric Acid → HCID 57551240, compound

Participants

Reaction Steps

A mixture of (4-trifluoromethyl-phenyl)-acetic acid hydrazide (200 mg, 0.9 mmol, 1.0 equiv) and 4-isothiocyanato-N-thiazol-2-yl-benzenesulfonamide (273 mg, 0.9 mmol, 1.0 equiv) in 3 mL of anhydrous tetrahydrofuran was stirred at ambient temperature. After 18 h, p-toluenesulfonyl chloride (210 mg, 1.1 mmol, 1.2 equiv) and pyridine (156 mL, 1.93 mmol, 2.10 equiv) were added, and the reaction mixture was heated at reflux. After 4 h, the reaction mixture was cooled to ambient temperature. Ethyl acetate (3 mL) and 1 N hydrochloric acid (3 mL) were added. After stirring vigorously for 5 min, the layers were separated. The aqueous layer was extracted with ethyl acetate (3 mL). The combined organic layers were dried over sodium sulfate, filtered and concentrated in vacuo. The residue was triturated with hot acetonitrile to afford the product as a light yellow solid (295 mg, 60%).

Provenance & Evidence