Ethyl orthoformate → HCID 20298824, compound

Participants

Reaction Steps

A mixture of 5 parts of 4-[4-(diphenylmethyl)-1-piperazinylmethyl]-N1 -propyl-1,2-benzenediamine, 35 parts of 1,1',1"-[methylidynetris(oxy)]trisethane and 1.5 parts of acetic acid is stirred and refluxed for 2 hours. The reaction mixture is cooled and evaporated. The residue is taken up in 100 parts of water and a hydrochloric acid solution 10 N is added till all solid enters solution. This solution is treated with activated charcoal. The latter is filtered off and the filtrate is alkalized with a sodium hydroxide solution. The product is extracted with dichloromethane. The extract is dried, filtered and evaporated. The residue is purified by column-chromatography over silica gel using a mixture of trichloromethane and methanol (95:5 by volume) as eluent. The pure fractions are collected and the eluent is evaporated. The residue is crystallized from 4-methyl-2-pentanone. The product is filtered off, washed with a small amount of 4-methyl-2-pentanone and with 2,2'-oxybispropane, and dried, yielding 2.2 parts of 5-[4-(diphenylmethyl)- 1-piperazinylmethyl]-1-propyl-1H-benzimidazole; mp. 154.8° C.

Provenance & Evidence