Benzoyl isothiocyanate → HCID 178514162, compound

Participants

Reaction Conditions

Reaction Steps

1H-Pyrazol-3-ylamine (9.5 g, 114 mmol) is added to a stirred solution of benzoyl isothiocyanate (19.6 g, 120 mmol) in DMF (100 ml) at room temperature. The solution is heated at 100° C. for 30 minutes, allowed to cool and poured onto water (1000 ml). The yellow suspension of 1-benzoyl-3-(1H-pyrazol-3-yl)-thiourea is removed by filtration and washed with water. This material is dissolved in 2M aqueous sodium hydroxide (120 ml) and the solution is heated at reflux for 30 minutes. After cooling to room temperature the solution is brought to pH 4 by addition of 3M aqueous HCl and extracted with ethyl acetate. The organic extract is dried (MgSO4) and concentrated to afford the titled compound which is removed by filtration and recrystallised from dichloromethane.

Provenance & Evidence