107035-82-5Relevant academic research and scientific papers
Influence of different amino substituents in position 1 and 4 on spectroscopic and acid base properties of 9,10-anthraquinone moiety
Wcis?o, Anna,Niedzia?kowski, Pawe?,Wnuk, Elzbieta,Zarzeczańska, Dorota,Ossowski, Tadeusz
, p. 82 - 88 (2013/05/22)
A series of novel 1-amino and 1,4-diamino-9,10-anthraquinones, substituted with different alkyl groups, were synthesized as the result of alkylation with amino substituents. All the obtained aminoanthraquinone derivatives were characterized by NMR, IR spectroscopy and mass spectrometry. The spectroscopic properties of these compounds were determined by using UV-Vis spectroscopy in acetonitrile, and in the mixture of acetonitrile and methanol at different pH ranges. The effects of various substituents present in the newly developed anthraquinone derivatives and their ability to form hydrogen bonds between the carbonyl oxygen atom of anthraquinone moiety and nitrogen atom of N-H group in 1-aminoanthraquinone (1-AAQ) and 1,4-diaminoanthraquinone (1,4-DAAQ) were studied. Additionally, the effects of hydrogen bond formation between O-H group in hydroxyethylamino substituent and the carbonyl oxygen atom of anthraquinone were investigated. The spectroscopic behavior of the studied derivatives strongly depended on the solvent-solute interactions and the nature of solvent. The values of pKa for the new anthraquinones were determined by the combined potentiometric and spectrophotometric titration methods.
(Tosyloxy)anthraquinones: Versatile Synthons for the Preparation of Various Aminoanthraquinones
Zielske, Alfred G.
, p. 1305 - 1309 (2007/10/02)
Various aminoathraquinones can be easily prepared from (tosyloxy)anthraquinone precursors.Unsymmetrical 1,4-diaminoanthraquinones are prepared via the intermediate monoamino mono(tosyloxy)anthraquinones derived from 1,4-bis(tosyloxy)anthraquinone.The ability to remove tosylate groups sequentially is controlled by the proper selection of solvent and temperature.Hindered 1,4-diamino and 1-aminoanthraquinones are prepared from their corresponding tosyl derivatives, and the amount of steric hindrance present can be succesfully correlated with spectral and color data.The methods described offer advantages over the literature preparations of these compounds.
Method for preparing 1,4-diaminoanthraquinones and intermediates thereof
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, (2011/05/18)
Aminoanthraquinones are generally useful as dyes and coloring agents. But known methods of synthesizing unsymmetrically substituted 1,4-diaminoanthraquinones are tedious and complex. A simple and efficient method is provided for preparing 1,4-diaminoanthr
