Synthesis and reactivity of cyclic-carbamate derivatives

Cyclic carbamate has been prepared by the reaction of ethanolamine with dimethyl carbonate as raw material and zinc acetate as catalyst.The cyclic carbamate reacted with methyl acrylate producing methyl 3-(2-oxo-oxazolidin-3yl) propanoate,which reacted with n-butylamine and 1,6-hexanediamine to give mono and bis cyclic carbamate derivatives.The attack of amine to carbonyl of heterocyclic ring of carbamate produced the hydroxylethyl substituted urea,while the attack to carbon-oxygen bond generated carbamic acid,which further underwent dehydration forming cyclic urea and/or de-carbon dioxide forming polyamine.The products were characterized by NMR and FT-IR.The reaction mechanism is finally proposed.