Allyl Isothiocyanate → HCID 178456615, compound

Participants

Reaction Steps

Sodium hydride (60% in oil, 2.71 q, 60.0 mmol) was added to DMF (40 ml) solution of ethyl 3-amino-4,4,4-trifluorocrotonate spending 30 minutes under ice-cooling, followed by stirring for 20 minutes. Next, allyl isothiocyanate (5.3 ml, 54.0 mmol) was added under ice-cooling, followed by overnight stirring while gradually returning to room temperature. After completion of the reaction, the reaction solution was concentrated under a reduced pressure, water (40 ml) and 2 N hydrochloric acid (1.25 ml) were added to the thus obtained residue. The thus precipitated solid was isolated by filtration, washed with water and hexane and then thoroughly dried to obtain light yellow solid of 3-allyl-2-mercapto-6-trifluoromethyl-4(3H)-pyrimidinone (12.7 g, 89%).

Provenance & Evidence