Ammonium Hydroxide → HCID 19032440, compound

Participants

Reaction Steps

To a mixture of 25 g of boron tribromide and 100 ml of dichloromethane was added dropwise a solution of 6.1 g of 1-[1-(4-chlorobenzoyl)ethyl]-1,3-dihydro-3-[4-[4-(4-methoxyphenyl)-1-piperazinyl]phenyl]-4-methyl-2H-imidazol-2-one in 200 ml of dichloromethane (temp<10° C.). After stirring for 2 hours, the reaction mixture was poured into a mixture of NH4OH and ice. Then there were added 300 ml of dichloromethane and the whole was stirred for 1 hour. The organic layer was separated, dried, filtered and evaporated. The residue was purified by column chromatography (silica gel; CH2Cl2 /CH3OH 99:1). The eluent of the desired fraction was evaporated and the residue was triturated in methanol. The product was filtered off and dried, yielding 4.3 g (72.3%) of 1-[1-(4-chlorobenzoyl)ethyl]-1,3-dihydro-3-[4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenyl]-4-methyl-2H-imidazol-2-one; mp. 229.7° C. (comp. 30).

Provenance & Evidence