Abstract
Forty-seven tert. amines were examined in order to observe the relative lability of the various N-substituents in respect to cleavage by ClCO2Et in refluxing benzene. The aromatic amines did not react with ClCO2Et, while aliphatic and alicyclic amines were cleaved to give carbamate (s) ; the tendency to cause R-N cleavage was : benzyl>allyl>methyl>ethyl>other alkyl groups. It was found that the reaction of a tert. amine with ClCO2Et is greatly influenced by the polarity of the solvent, reaction temperature and N-substituents.
