Imidazole → HCID 131722283, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 6-[4-(4-chlorophenyl)-2-(2-methyl-1-imidazolyl)-5-oxazolyl]hexyl methansulfonate(2.11 g), imidazole(660 mg), potassium carbonate(1.33 g) and N,N-dimethylformamide(40 ml) was stirred for 2 hours at 90-95° C. Water was added to the reaction mixture. The resulting mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with water, and dried(MgSO4). The residue obtained by evaporating the solvent was subjected to silica gel column chromatography. From the fraction eluted with methanol-chloroform(3:97, v/v), obtained was 4-(4-chlorophenyl)-5-[6-(1-imidazolyl)hexyl]-2-(2-methyl-1-imidazolyl)oxazole(1.26 g, 64%). The oily substance (1.26 g) was dissolved in methanol(5 ml), and thereto a 4N-hydrochloric acid-ethyl acetate solution (1.7 ml) was added. The reaction mixture was concentrated. Ethyl acetate was added to the residue. The precipitated white powder was collected by filtration. This was recrystallized from methanol-acetone to give 4-(4-chlorophenyl)-5-[6-(1-imidazolyl)hexyl]-2-(2-methyl-1-imidazolyl)oxazole dihydrochloride hemihydrate(1.16 g, 49%). mp 171-173° C.

Provenance & Evidence