6345-74-0Relevant academic research and scientific papers
Amide Ion Formation and N-Alkylation of Aminoanthraquinones in the presence of Potassium Hydroxide in Dimethyl Sulfoxide
Arai, Sadao,Kato, Seijiro,Hida, Mitsuhiko
, p. 1458 - 1463 (2007/10/02)
Amide ions were formed by the deprotonation of the amino group of amino group of amino- and (monoalkylamino)anthroquinones in the presence of powdered potassium hydroxide in dimethyl sulfoxide (DMSO).Under a nitrogen atmosphere these amide ions changed to their radical anions.The amide ions of 1-aminoanthroquinones reacted with excess alkyl halides to yield 1-alkylaminoanthraquinones, while the N-alkylation of 2-aminoanthraquinones afforded 2-alkylaminoanthraquinones in good yields. 2-Aminobenzophenone underwent mono-N-alkylation, while 4-aminoazobenzene and p-nitroaniline underwent di-N-alkylation.It was also found that carbanion of DMSO easily attacked the carbonyl group of the (dialkylamino)anthraquinones.
PHOTOCHEMICAL REACTION OF 9,10-ANTHRAQUINONE AND ITS DERIVATIVES WITH PYRIDINE
Loskutov, V.A.,Lukonina, S.M.,Konstantinova, A.V.,Fokin, E.P.
, p. 500 - 504 (2007/10/02)
The previously unknown photochemical reaction of 9,10-anthraquinone with pyridine in an atmosphere of argon takes place with formation of 2-(1,2-dihydropyridino)- or 2-(1,4-dihydropyridino)-9,10-anthraquinone, which is converted by the action of alkali into 2-aminoanthraquinone.In the presence of atmospheric oxygen the reaction product after treatment whith alkali is 1-aminoanthraquinone in addition to 2-aminoanthraquinone.The 1- and 2-methoxyanthraquinones and chloroanthraquinones react with pyridine in the light and form, after treatment with alkali, substituted aminoanthraquinones.
