Benzaldehyde → benzyl(1H-imidazol-2-ylmethyl)amine

Participants

Reaction Steps

A solution of 17 parts of 1H-imidazole-2-methanamine dihydrochloride, 10.7 parts of benzaldehyde, 2 parts of a solution of thiophene in methanol 4%, 20 parts of potassium acetate and 200 parts of methanol was hydrogenated at normal pressure and at 50° C. with 2 parts of platinum-on-charcoal catalyst 5%. After the calculated amount of hydrogen was taken up, the catalyst was filtered off and the filtrate was evaporated. The residue was dissolved in water and the solution was treated with ammonium hydroxide. The product was extracted with dichloromethane. The extract was dried, filtered and evaporated, yielding 15 parts (80%) of N-(phenylmethyl)-1H-imidazole-2-methanamine as a residue (139).

Provenance & Evidence