Benzyl Isothiocyanate → HCID 17974868, compound

Participants

Reaction Steps

Sodium hydride (0.09 g, 60% dispersion in mineral oil) was added portionwise to a solution of 4-trifluoromethyl-3-pyridinecarboxamide (0.40 g) in N,N-dimethylformamide at 20° C., and stirred for 1 hour. Benzyl isothiocyanate (0.31 ml) was added and stirred at 20° C. for 1 hour, then 1,2-dibromoethane (0.30 ml) added and stirred at 20° C. for 1 hour. Sodium hydride (0.09 g, 60% dispersion in mineral oil) was added in portions to the solution then stirred for 5 hours. Ethyl acetate and water were added, the organic phase dried (magnesium sulfate), evaporated and the residue purified by silica gel column chromatography eluting with n-hexane/ethyl acetate (3:1) to give 3-benzyl-2-(4-trifluoromethyl-3-pyridylcarbonyl)iminothiazolidine (0.50 g, Compound D-40).

Provenance & Evidence