Methyl Isocyanate → 1-Methyl-3-(4-cyano-3-isopropoxy-5-isothiazolyl)urea

Participants

Reaction Steps

In the manner of Example V D, a mixture of 11 g of 5-amino-4-cyano-3-isopropoxyisothiazole and 6.8 g of methyl isocyanate in 50 ml of dry tetrahydrofuran containing 2 ml of dibutyltin diacetate were allowed to react under reflux overnight. Volatile materials were removed under reduced pressure and the residue was recrystallized from ethyl acetate to yield 10.8 g of 1-methyl-3-(4-cyano-3-isopropoxy-5-isothiazolyl)urea, mp 238° (decomposes.) The ir and nmr spectra were consistent with the assigned structure.

Provenance & Evidence