The syntheses of two AB(2) monomers, aminodicarboxylic acid (1) and aminodicarbonyl azide (2), and their model reactions for the one-pot synthesis of dendritic aromatic poly(urea-amide)s using the two AB2 monomers were carried out. The model reaction of 2 and p-tolyl isocyanate produced the target urea with two acyl azide groups in 93% yield at 25 degreesC for 30 min in tetrahydrofuran (THF). The Curtius rearrangement from an acyl azide to an isocyanate was completed at 140 degreesC for 30 min in THF. The isocyanate produced via the Curtius rearrangement readily reacted with aniline to give a urea compound in 93% yield. p-Tolyl isocyanate selectively reacted with an amine group of 1 to give a urea with end carboxylic acid groups. The end carboxylic acid groups of the urea could be activated with a condensing agent,diphenyl(2,3-dihydro-2-thioxo-3-benzoxazolyl)phosphonate (DBOP), and the condensation of the active amide with 2 provided an amide with acyl azide end groups.