N-methylhydroxylamine hydrochloride → 1-(2-Furanyl)-2-(1H-imidazol-1-yl)-N-methylethanimine N-oxide

Beteiligte Stoffe

Reaktionsschritte

Under a nitrogen atmosphere, a mixture of 21.32 g (0.121 mol) of 1-(2-furanyl)-2-(1H-imidazol-1-yl)ethanone (3), 15.16 g (0.182 mol) of N-methylhydroxylamine hydrochloride, and 14.89 g (0.182 mol) of sodium acetate in 400 ml of ethanol is stirred at ambient temperature for 4 days. Sodium bicarbonate (30.58 g, 0.364 mol) is added and the mixture filtered. The filtrate is concentrated in vacuo and flash-chromatographed on neutral silica gel using a 98:2 by volume mixture of chloroform and methanol as eluent to give 8.30 g (33%) of compound 4, melting point 130°-133° C. (ethyl acetate). Anal. Calcd. for C10H11N3O2 : C, 58.53; H, 5.40; N, 20.48. Found: C, 58.60; H, 5.47; N, 20.49.

Herkunft & Nachweise