Water → HCID 178504866, compound

Participants

Reaction Conditions

Reaction Steps

5-(4-Chloromethylphenyl)-2-(4-nitrophenyl)-N-(2-thiazolyl)-imidazole-4-carboxamide (700 mg) obtained in Example 94 and sodium methanesulfinate (325 mg) were dissolved in dimethylformamide (30 ml) and the mixture was stirred at 80° C. for 1 hr. The mixture was poured into water (100 ml) and extracted with ethyl acetate. The ethyl acetate layer was washed with water and, after drying, the solvent was evaporated. The obtained residue was suspended in acetone (30 ml) and 1 M hydrochloric acid—ether solution (3 ml) was added. The solvent was evaporated and the obtained residue was recrystallized from acetone to give 5-(4-methanesulfinyloxymethylphenyl)-2-(4-nitrophenyl)-N-(2-thiazolyl) imidazole-4-carboxamide hydrochloride (736 mg), melting point 278-282° C. (decomposition).

Provenance & Evidence