Acetic Anhydride → HCID 18989524, compound

Participants

Reaction Steps

A solution of 0.25 g of 5-(2-aminophenyl)-2,4-dihydro-4-ethyl-1H-[1,2,4]triazol-3-thione and 0.13 mL of acetic anhydride in 1.5 mL of tetrahydrofuran and 0.7 mL of water was stirred at 24° C. for 4 hours. The solution was diluted with 25 mL of ethyl acetate, washed with brine, and dried over MgSO4. The mixture was filtered and the filtrate was concentrated to dryness and then dissolved in 20 mL of 1N sodium hydroxide. The aqueous mixture was extracted twice with 20 mL portions of ethyl acetate. The extracts were combined, washed with brine, dried, and concentrated to dryness to give a solid. The solid was triturated with ethyl acetate:hexane (1:1 v/v) to give 140 mg of 5-(2-acetamidophenyl)-2,4-dihydro-4-ethyl-1H-[1,2,4]triazol-3-thione, mp 193°-194° C.

Provenance & Evidence