1,2-Hydrazinedicarboxaldehyde → 4-phenyl-1H-1,2,3-triazole

Participants

Reaction Conditions

Reaction Steps

2.6 ml (2.64 g, 0.028 mol) aniline 1 and 2.5 g (0.028 mol) diformyl hydrazine are combined in a Schlenk flask. The flask is covered with a plastic lid loosely and the reaction mixture is stirred for 3 h at 180° C. Toward the end of the reaction time the lid is removed to allow produced reaction water to evaporate. After cooling down, 20 ml chloroform is added. The remaining diformyl hydrazine is filtered off and washed with chloroform. The combined chloroform phases are dried over sodium sulfate. 100 ml diethylether is added and the solution allowed to rest 3 days in the fridge for crystallizing. The precipitated precipitate is filtered off, washed with diethylether, and dried in vacuum.

Provenance & Evidence