v-Triazolines. Part I. Synthesis and properties of 5-amino-4-(α-aminoethyl)-1-aryl-4,5-dihydro-v-triazoles

Abstract

5-Amino-4-(α-aminoethyl)-1-aryl-v-triazolines have been obtained by treating but-1-ene-1,3-diamines with aryl azides. Mixtures of two diastereoisomeric triazolines were always formed. The diastereoisomers were separated in some cases and, on the basis of their n.m.r. spectra, configurations were assigned to the members of each diastereoisomeric pair. These triazolines were rapidly attacked by strong alkali, yielding the corresponding triazoles. The members of a pair of diastereoisomeric triazolines suffer deamination at different rates.