The reactions of TCF with aniline were carried out under conditions similar to those employed in the phosgene method. As expected, phenyl isocyanate was obtained in high yields (78-89%) either from the hydrochloride or the free base. It was also confirmed that 0.5 mol of TCF was sufficient to convert 1 mol of the amine to the isocyanate. Treatment of p- phenylenediamine hydrochloride with TCF in dioxane, on the other hand, gave only poor ...
