70557-88-9Relevant academic research and scientific papers
C-FORMYLATION OF α-PHENYLAMINOANTHRAQUINONES WITH FORMALDEHYDE. REACTION OF α-AMINOANTHRAQUINONES WITH FORMALDEHYDE IN SULFURIC ACID
Kazankov, M. V.,Ginodman, L. G.,Mustafina, M. Ya.
, p. 526 - 533 (2007/10/02)
The reaction of α-phenylaminoanthraquinones with formaldehyde in concentrated sulfuric acid leads to formylation at the para position of the phenyl group.The possibility of extending the reaction to related systems was demonstrated for the case of 6-phenylamino-N-methylanthrapyridone.It is suggested that the intermediate compounds in the C-formylation, N-methylation, and demethylation respectively of α-amino and α-methylaminoanthraquinones are 7H-7-oxoanthra-1,3-oxazinium cations.
EFFECT OF CONFORMATION ON THE REACTIVITY OF α-ARYLAMINOANTHRAQUINONES. REACTION OF 1-ARYLAMINOANTHRAQUINONES WITH THE VILSMEIER COMPLEX
Kazankov, M. V.,Ginodman, L. G.,Mustafina, M. Ya.
, p. 139 - 144 (2007/10/02)
1-Phenylaminoanthraquinone reacts with the Vilsmeier complex mostly with the formation of the N-(1-antraquinonyl)-N-phenyl-N',N'-dimethylformamidinium salt.The introduction of a methyl group at the nitrogen atom or at position 2 of anthraquinone or two methoxy groups at positions 2 and 5 of the phenyl group makes it possible to formylate the latter quantitatively at the para position. 1-(2,6-Dimethylphenylamino)-anthraquinone does not enter into the reaction at all.The effect of the conformation of the nitrogen atom and rotation of the phenyl on account of steric hindrances on the direction of the reaction at the N and C4' atoms was examined for the case of these and other substituted 1-phenylaminoanthraquinones.It was concluded that sterically unhindered 1-arylaminoanthraquinones have a structure close to planar in solutions.
