Pyridine → 4-Methyl-N-(oxo-lambda~4~-sulfanylidene)benzamide

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Reaction Steps

p-Toluamide (76 g) and pyridine (95.5 ml) were initially charged in dry ether (600 ml) and, while cooling with ice, thionyl chloride (70.2 g) in ether (200 ml) was added dropwise. The mixture was stirred at room temperature overnight. With exclusion of moisture, the pyridine hydrochloride was then filtered off and washed with ether (100 ml). The solution was concentrated under reduced pressure and the residue (83.5 g) was used without further purification.

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