Facile synthesis of model 1,4‐dihydro‐1H‐1,3,4‐benzotriazepin‐5‐ones |
| |
Authors: | Bassam A. Abu Thaher Jalal A. Zahra Mustafa M. El‐Abadelah |
| |
Abstract: | 2‐Aminobenzoic acid reacts readily, in the presence of triethylamine, with hydrazonoyl chlorides ( 5a‐c ) (precursors of the reactive nitrile imine 1,3‐dipolar species) to afford high yields of the corresponding acyclic amidrazone adducts ( 6a‐c ). The latter adducts undergo, in THF in presence of 1,1‐carbonyldiimida‐zole, smooth intramolecular cyclization involving the activated carboxyl and the NH‐ termini to deliver unequivocally the respective dihydro‐1,3,4‐benzotriazepin‐5‐ones ( 7a‐c ). |
| |
Keywords: | |
|
|