Benzyl isocyanate → HCID 178510657, compound

Participants

Reaction Steps

Benzylisocyanate (25 g, 188 mmol) and N,N-diisopropylethylamine (23.5 ml, 130 mmol) were added to aminomalononitrile p-toluenesulfonate (45 g, 178 mmol) suspended in tetrahydrofuran. The mixture was stirred at room temperature for 14 hours and then the solvent was removed in vacuo. To the residue was added ethyl acetate and the solution was washed and the organic layer was dried on magnesium sulfate. The solvent was removed in vacuo. To the residue was added tetrahydrofuran and 1N aqueous sodium hydroxide. The solution was stirred at 50° C. for 20 minutes, and neutralized with 15% aqueous potassium hydrogen sulfide. The resulting crystals were filtered and dried to give the subject compound (41 g, 106%). The crude product was used for next reaction without further purification.

Provenance & Evidence