Ethanol → HCID 178493619, compound

Participants

Reaction Steps

Two grams of 2-(2-methoxy-4-methylmercaptophenyl)imidazo[4,5-c]pyridine were dissolved in 50 ml. of hot ethanol and then cooled. One hundred milliliters of chloroform were added and the solution was cooled to -30° to -40° C. by means of an external cooling bath. A solution of 1.455 g. of 85% meta-chloroperbenzoic acid in 10 ml. of chloroform was added to the solution over a one hour period. The solution was stirred for three additional hours at -30° to -40° C. The reaction was then warmed to room temperature and evaporated in vacuo. The resulting foam was dissolved in 20 ml. of dimethylformamide after which were added 1.3 ml. of concentrated hydrochloric acid. Diethyl ether was added to the cloud point and the solution was stirred for 30 minutes. The suspension was then chilled and filtered affording 2.1 g. of the title product as brown crystals, m.p. about 210°-212° C.

Provenance & Evidence