74634-25-6Relevant academic research and scientific papers
REACTIVITY OF AMIDINES OF THE ANTHRAQUINONE SERIES.
Shapkin, V. P.,Popov, S. I.
, p. 153 - 159 (2007/10/02)
The introduction of an amidine group into 1-arylamino- and α,α'-diarylaminoanthraquinones fully deactivates the aryl ring attached to the amidine group toward bromination in acetic acid but partly passivates the ring in sulfuric acid solutions.This makes it possible to introduce bromine at the meta position to the amidine group with the para position occupied and subsequently to introduce bromine into the various aryl rings.
1,9,8-cyclization of 1,8-disubstituted anthraquinones. 12H-benzo[m,n]chromeno [2,3,4-k, l]kacridine derivatives
Reznichenko,Shapkin,Popov
, p. 401 - 405 (2007/10/02)
The cyclization of 1-(2,5-dihalophenylamino)-8-hydroxyanthraquinones or the corresponding 8-methoxycompounds in concentrated sulfuric acid has given derivatives of a new hexanuclear heterocyclic system -12H-benzo[m,n]chromeno [2,3,4-k, l]acridine. It has been shown that the double cyclization takes place initially through the closure of the pyridine ring with the formation of 9H-napth[3,2,1-k, l]acridine, the product of 1,9-cyclization. Under the reaction conditions the latter undergoes intramolecular aroxylation with the formation of a pyran ring under a-typical conditions.
