Benzenesulfonyl chloride → HCID 14720354, compound

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Reaction Steps

A 3.5 g. portion of 3-[1-(4-chlorophenylamino)ethyl]pyridine was dissolved in dichloromethane, and 2.7 g. of potassium carbonate and 2.55 ml. of benzenesulfonyl chloride were added. The mixture was stirred at ambient temperature for 1 day, and was then diluted with 10 ml. of dichloromethane and extracted with 20 ml. of aqueous sodium bicarbonate and 20 ml. of water. The organic layer was dried over magnesium sulfate and evaporated under vacuum to an oil. The oil was dissolved in diethyl ether, and the insolubles were separated. The solvent was then evaporated away under vacuum, and the resulting oil was taken up in chloroform and chromatographed over a silica gel column, eluting with chloroform. The product-containing fractions were evaporated to obtain 3.1 g. of the desired product.

Provenance & Evidence