Tetrahydrofuran → Tert-butyl 2-{[4-({[2-(acetylamino)-1,3-thiazol-4-yl]methylidene}amino)benzoyl]carbamoyl}hydrazinecarboxylate

Participants

Reaction Steps

To a solution of tert-butyl 2-[(4-aminobenzyl)carbamoyl]hydrazinecarboxylate (700.7 mg, 2.500 mmol) in anhydrous tetrahydrofuran (10 ml) was added N-(4-formyl-1,3-thiazol-2-yl)acetamide (425.5 mg, 2.500 mmol). The mixture was heated under reflux for 1 hr, cooled to room temperature, and concentrated under reduced pressure. Tetrahydrofuran (5 ml) and tert-butyl methyl ether (10 ml) were added to the residue and the mixture was stirred. The resulting solid was collected by filtration, washed twice with tert-butyl methyl ether and dried under reduced pressure to give tert-butyl 2-{[4-({[2-(acetylamino)-1,3-thiazol-4-yl]methylidene}amino)benzoyl]carbamoyl}hydrazinecarboxylate (1.097 g, quantitative) as a white solid.

Provenance & Evidence