Studies in the heterocyclic series. XV. Synthesis and reactions of the first triazaphenoxazine ring system

Abstract

1,4,9‐Benzo[b]triazaphenoxazine, the first and parent compound of this new heterocyclic ring, as well as its derivatives were prepared essentially by cyclo‐condensation of 2‐amino‐3‐hydroxypyridine with the appropriate 2,3‐dichloroquinoxaline in the presence of alkaline DMF or DMAC. Nitration of the product with mixed nitric and sulfuric acids gave the corresponding 13‐nitro derivative. Structural assignments were made by chemical evidence and by a study of the ultraviolet, infrared, nmr and mass spectra.