1,1'-Thiocarbonyldi-2(1H)-pyridone → 6-Isothiocyanato-2-methylnicotinonitrile

Participants

Reaction Conditions

Reaction Steps

To 6-amino-2-methylnicotinonitrile (0.41 g, 3.08 mmol) in dichloromethane (20 mL) was added 1,1′-thiocarbonyldipyridin-2(1H)-one (0.75 g, 3.23 mmol). The reaction was stirred at 40° C. for 3 hours. The reaction was cooled to room temperature. The crude was purified by chromatography (Biotage: 25-100% ethyl acetate/hexane) to yield 6-isothiocyanato-2-methylnicotinonitrile (0.52 g, 2.97 mmol, 96% yield). 1H NMR (500 MHz, DMSO-D6) δ ppm 8.36 (d, J=8.24 Hz, 1 H), 7.39 (d, J=8.24 Hz, 1 H), 2.65 (s, 3 H). MS (LC/MS) R.T.=2.09; [M+H]+=176.0.

Provenance & Evidence