O-Xylene → HCID 86711889, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 5-phenyl-1,3,4-oxadiazole-2-carbohydrazide (400 mg, 1.96 mmol) and acetamidine hydrochloride (573 mg, 6.07 mmol) in xylene (20 mL) NaOH (243 mg, 6.07 mmol) was added. The mixture was stirred at 170° C. for 36 h, and then the reaction was cooled to RT, washed with H2O (20 mL), extracted with 4:1 CHCl3:i-PrOH (5×50 mL), dried with MgSO4 and concentrated. The crude product was purified on a Biotage pre-packed silica gel column (MeOH:DCM 2% to 20% MeOH) to afford 2-(5-methyl-1H-1,2,4-triazol-3-yl)-5-phenyl-1,3,4-oxadiazole (100 mg, 22%) as a white powder. MS (ES+) C11H9N5O requires: 227 found: 228 [M+H]+.

Provenance & Evidence