Stannous Chloride → HCID 178507459, compound

Participants

Reaction Steps

2-(1-Naphthyl)-5-(4-nitrophenyl)-N-(2-thiazolyl)imidazole-4-carboxamide (1.22 g) obtained in Example 18 was suspended in methanol and ice-cooled. To the suspension was added a solution of tin(II) chloride 6 hydrate (3.0 g) in 6 M hydrochloric acid (30 ml) and the mixture was refluxed under heating for 1.5 hr. The precipitated white crystals were collected by filtration and the crystals were dissolved in ethyl acetate. The ethyl acetate layer was washed with saturated aqueous sodium hydrogencarbonate solution and water, and dried. To the ethyl acetate layer was added 1 M hydrochloric acid—ether and the precipitated crystals were collected by filtration. The obtained crude crystals were recrystallized from methanol to give 5-(4-aminophenyl)-2-(1-naphthyl)-N-(2-thiazolyl)imidazole-4-carboxamide (0.28 g).

Provenance & Evidence