35058-40-3Relevant academic research and scientific papers
SYNTHESIS AND STRUCTURE OF COMPOUNDS OBTAINED DURING ACYLATION OF 6-PHENYLAMINO-5,11-NAPHTHACENEQUINONE
Gerasimenko, Yu. E.,Poteleshchenko, N. T.,Romanov, V. V.
, p. 1646 - 1650 (2007/10/02)
N,O-Acylotropic tautomerism was found in N-acetyl and N-benzoyl-6-phenylamino-5,11-naphthacenequinones, obtained by acylation of 6-phenylamino-5,11-naphthacenequinone with acetic and benzoic anhydrides in the presence of sulfuric acid.The reaction of 6-phenylamino-5,11-naphthacenequinone with acetic anhydride in pyridine does not stop at the N-acetylation stage, but addition occurs at position 12 of the carbanion generated from acetic acid in the presence of pyridine by a reaction of the Michael type with subsequent oxidation of the dihydro derivative and closure of the pyrone ring.A new heterocyclic derivative of naphtacene, i.e., N-acetyl-9-phenylaminonaphthacenopyran-2,8-dione, was obtained.
