Methanol → HCID 14366096, compound

Participants

Reaction Conditions

Reaction Steps

Toluene-2,4-diisocyanate (17.9 g, 0.10 mole) and dibutyltin di-2-ethylhexanoate (0.20 g) were dissolved in toluene (100 ml). The solution was heated to 75° C., and then a solution of S-(di-methylthiocarbamyl)sulfenamide (13.6 g, 0.10 mole) in toluene (200 ml) was added slowly, with constant stirring, over a period of 45 minutes. When the addition was complete, the mixture was maintained at 70°-80° C. and stirred for an additional hour. Then anhydrous methanol (15 ml) was added. The slurry was stirred and maintained at 70°-80° C. for one more hour. The slurry was cooled to room temperature and filtered. The white powdery product was dried at 60° C. Yield 30.5 g, 89.2%, mp 180°-185° C. IR and NMR spectra were consistent with the assigned structure.

Provenance & Evidence