2-[(4-Methyl-2,3-dinitrophenoxy)methyl]oxirane → 4-{2-Hydroxy-3-[2-(2-methoxyphenoxy)-propylamino]-propoxy}-7-methyl-2-benzimidazolinone hydrochloride

Participants

Reaction Steps

30.5 g. 2,3-Dinitro-1-(2,3-epoxypropoxy)-4-methylbenzene and 32.6 g. N-benzyl-2-(2-methoxyphenoxy)-propylamine are boiled under reflux for 3 hours in 500 ml. ethanol. The reaction mixture is then hydrogenated in the presence of 10 g. 10% palladium-charcoal in 1 liter ethanol at 50° C. and 30 bar. The catalyst is filtered off and the filtrate is acidified with 2 N hydrochloric acid, clarified with active charcoal and evaporated to dryness. There are obtained 59 g. 2,3-diamino-1-{2-hydroxy-3-[2-(2-methoxyphenoxy)-propylamino]-propoxy}-4-methylbenzene trihydrochloride.

Provenance & Evidence