Nitric Acid → 1-[2-Cyano-2-(4-phenylsulfinylphenyl)hexyl] imidazole

Participants

Reaction Steps

To a solution of 4 g (0.01 mole) of 1-[2-cyano-2-(4-phenylthiophenyl)hexyl]imidazole in 25 ml of methylene chloride is added 2.5 g (0.012 mole) of 85% m-chloroperoxybenzoic acid in small portions at 0°. The mixture is stirred at room temperature overnight. To the reaction mixture is added conc. nitric acid until it is strongly acidic. To this solution is added 150 ml of anhydrous ether. The gummy solid precipitates are washed with ether and back neutralized with dilute NH4OH solution. The free base (3.5 g) thus obtained is a yellow solid, mp 55°-61°.

Provenance & Evidence