Nitric Acid → HCID 18537632, compound

Participants

Reaction Steps

To a mixture of 2-chloromethyl-5-(3,5-dimethylphenylthio)-3-methyl-3H-imidazo[4,5-b]pyridine (2.54 g), sulfuric acid (5 ml) and acetic acid (45 ml) was added nitric acid (0.52 ml) in an ice bath. The mixture was allowed to stand at room temperature for 64 hours. The reaction mixture was concentrated, diluted with water, neutralized with sodium bicarbonate and then extracted with ethyl acetate. The extract was concentrated. The residue was chromatographed on a silica gel column using ethyl acetate:n-hexane=1:1 as the eluant to afford the desired compound (0.53 g, mp 133-135° C.).

Provenance & Evidence