SUBSTITUTED UREAS BASED ON 2,6-DIMETHYL-3,5-PYRIDINEDICARBOXYLIC ACID AZIDES
DOI:
https://doi.org/10.1007/1010Keywords:
acylazides, amines, ureas, Curtius rearrangementAbstract
Under Curtius rearrangement conditions, 2,6-dimethyl-3,5-pyridinedicarboxylic acid azides form the corresponding isocyanates which react in situ with ammonia, primary and secondary amines to form mono-, di-, and trisubstituted ureas. The reaction of the 5-ethoxycarbonyl-2,6-dimethylnicotinic acid azide with imidazole under these conditions gave symmetrical N,N'-bis[5-(ethoxycarbonyl)-2,6-di-methylpyridin-3-yl]ureas.
Authors: E. Yu. Nesterova, A. S. Pugacheva, and M. V. Voevudsky
English Translation in Chemistry of Heterocyclic Compounds, 2012, 48 (8), pp 1187-1195