1,1'-Thiocarbonyldi-2(1H)-pyridone → 4-(4-Chlorophenyl)-6-isothiocyanatopyrimidine

Participants

Reaction Conditions

Reaction Steps

To a bright orange solution of 1,1′-thiocarbonyldipyridin-2(1H)-one (0.666 g, 2.87 mmol) dichloromethane/N,N-dimethylformamide at room temperature was added 6-(4-chlorophenyl)pyrimidin-4-amine (0.59 g, 2.87 mmol). The orange mixture was heated at 60° C. for 18 hours. The LC/MS showed the desired product peak as a major peak. The deep orange mixture was purified by silica gel chromatography (0-40% ethyl acetate-hexanes) to afford 4-(4-chlorophenyl)-6-isothiocyanatopyrimidine (0.322 g, 1.300 mmol, 45% yield) as an orange oil. LCMS R.T.=2.82; [M]+=248.03.

Provenance & Evidence