Metronidazole → HCID 86758374, compound

Participants

Reaction Steps

The reaction mixture of 5-Nitro-2-furoic acid (157 mg, 1.0 mmol) and thionyl chloride (2 ml) was refluxed for 2 h. The excessive thionyl chloride was evaporated under vacuum. The residue was dissolved in 4 ml of dichloromethane. To this solution, metronidazole (152 mg, 0.89 mmol) was added. After the mixture was stirred at room temperature for 20 h, water was added to this mixture. The organic layer of dichloromethane was separated, washed with 5% Na2CO3, H2O, and brine, and then dried over MgSO4. The solvent was removed, and the residue was recrystallized from C2H5OH—EtOAc to give 36 mg 2-methyl-5-nitro-1H-imidazole-1-ethyl 5-nitro-2-furoate. m.p.: 150-152° C.

Provenance & Evidence