Benzenesulfonyl cyanide → 2-Benzenesulfonyl-5-chloropyridine

Participants

Reaction Conditions

Reaction Steps

A tubular reactor (capacity:1 ml, voidage:100%) was heated to 100° C. To the reactor was fed a toluene solution of 2-chloro-1,3-butadienyl acetate (44 volume percent, 3.0 moles/L) at a flow rate of 6.4 ml/hour, and benzenesulfonyl cyanide (79 volume percent, 4.69 moles/L) at a flow rate of 4.1 ml/minute for 1 hour (residence time 5.7 minutes). The effluent was ice-cooled for recrystallization, the crystals were collected by filtration, washed with cold toluene and dried under reduced pressure using a vacuum pump to give 4.39 g of 2-benzenesulfonyl-5-chloropyridine (yield 90.1%).

Provenance & Evidence