Hydrazine hydrate (1:1) → N-{1-[3-(4-Bromophenyl)-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl]ethyl}acetamide

Participants

Reaction Steps

3.50 ml of hydrazine hydrate (3.60 g, 27.5 mmol) are added to 4-bromobenzenecarboximidamide hydrobromide from example 3A (11.8 g) in 150 ml of ethanol, and the mixture is stirred for 1 h. After this time, ethyl 3-(acetylamino)-2-oxobutanoate from example 4A (16.8 g) in 76 ml of ethanol is added dropwise and the reaction mixture is stirred for 3 h at a bath temperature of 80° C., subsequently overnight at 20° C. The mixture is concentrated and the residue is purified by flash chromatography (eluent: dichloromethane/methanol 95:5).

Provenance & Evidence