4-Phthalimidomethylthiopyridine → 4-[(2-Methylcarbamoylbenzoyl)aminomethylthio]pyridine

Participants

Reaction Steps

To a solution of 6.76 g (25.0 mmol) of 4-phthalimidomethylthiopyridine in 100 ml of chloroform, 5 ml of 40% methylamine-methanol solution was added, and the mixture was stirred at room temperature for 3 hours. Additional 5 ml of 40% methylamine-methanol solution was added, and the mixture was stirred at room temperature for 3 hours. The solvent was distilled off and the residue was purified by column chromatography (eluent:ethanol/ethyl acetate=1:10), and the resulting crude product-was crystallized from methylene chloride-diethyl ether to give 2.645 g of the desired compound (35.1% yield, yellow crystals), mp. 118°-121° C.

Provenance & Evidence