Methanesulfonyl chloride → N-(4-cyanopyridin-2-yl)-methanesulfonamide

Participants

Reaction Steps

A solution of 2-amino-isonicotinonitrile (1 g, 8.4 mmol) and methanesulfonyl chloride (0.716 mL, 9.2 mmol) in pyridine (10 mL) is stirred at room temperature for 12 hours. The mixture is poured onto ice and stirred for 20 min. The mixture is filtered and washed with water (100 mL), followed by diethyl ether (100 mL). The solid is dried in vacuo to afford N-(4-cyanopyridin-2-yl)-methanesulfonamide (1.1 g, 66%). MS: 198 (M+H); 1H NMR (300 MHz, DMSO-d6): δ 3.32 (s, 3H), 7.27 (s, 1H), 7.48 (d, J=5.1 Hz, 1H), 8.53 (d, J=5.3 Hz, 1H).

Provenance & Evidence