Ethyl isothiocyanatoformate → HCID 178473561, compound

Participants

Reaction Steps

To a cold (0° C.) solution of 3-amino-5-phenylpyrazole (10.0 g, 62.8 mmol) in toluene (100 mL) was added ethoxycarbonyl isothiocyanate (8.3 mL, 70 mmol) dropwise via a pressure equalizing funnel. Upon complete addition, the cold bath was removed and the resulting solution was stirred at room temperature for 15hours, at which time a heavy white precipitate had formed. The precipitate was collected by filtration and dried to give ethyl [(3-phenyl-1H-pyrazol-5-yl)amino]carbothioylcarbamate (11 g, 60%) as a white solid. 1H-NMR (DMSO-d6): δ 13.25 (s, 1H), 12.06 (s, 1H), 11.40 (s, 1H), 7.75 (d, 2H), 7.5–7.3 (m, 4H), 4.25 (q, 2H), 1.29 (t, 3H); MS m/z 291 (M+1).

Provenance & Evidence