Metronidazole → HCID 70170429, compound

Participants

Reaction Conditions

Reaction Steps

The reaction mixture of 9,1 0-dihydro-9,10-dioxo-2-anthracenecarboxylic acid (126 mg, 0.5 mmol) and thionyl chloride (2 ml) was refluxed for 2 h. The excessive thionyl chloride was evaporated under vacuum. The residue was dissolved in 5 ml of pyridine. To this solution, metronidazole (80 mg, 0.47 mmol) was added. After the mixture was stirred at 80° C. for 2 h, water was added to this mixture. The water layer was extracted with dichloromethane (20 ml×3). The organic layer of dichloromethane was 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 17 mg 2-methyl-5-nitro-1H-imidazole-1-ethyl 9,10-dihydro-9,10-dioxo-2-anthracenecarboxylate. m.p.: 223-225 ° (dec.).

Provenance & Evidence