2-Chloromethylbenzimidazole → HCID 23205615, compound

Participants

Reaction Conditions

Reaction Steps

1.5 g N,N'-bis-(3,4,5-trimethoxybenzyl) ethylenediamine dichlorhydrate were solubilized in 30 ml 1:1 ethanol/water mixture. The pH of the solution was brought to 11 using a soda solution. A solution of 1.1 g 2-chloromethyl benzimidazole in solution in 30 ml ethanol was added all at once. The mixture was heated for 5 hours at 45° C. while keeping the pH at between 10 and 11 by adding a soda solution. After cooling, the ethanol was evaporated in a vacuum, and the medium was cooled to 0° C. The precipitate formed was filtered and washed with water. The solid was taken up in 15 ml water +0.5 ml concentrated HCl, then filtered and washed in water. The solid was then recrystallized in 10 ml of a 98:2 water/ethanol mixture. 350 mg of a white powder having a melting point of 150° C. (dec.) were obtained, whose proton NMR spectrum (400 MHZ) and ultimate analysis matched the expected structure (in the form of dichlorhydrate).

Provenance & Evidence