88022-62-2Relevant academic research and scientific papers
Synthesis of 9-chloro-1,10-anthraquinone and its reactions with amines
Gorelik,Titova,Gladysheva
, p. 1141 - 1146 (2007/10/03)
1-Dichlorophosphoryloxy-9,9-dichloroanthrone, a product of the reaction between 1-hydroxyanthraquinone and PCl5, reacts with primary amines in benzene to give first 1-(diaminophosphoryloxy)-9,9-dichloroanthrones and then the corresponding 9-imines. The reaction in DMF occurs with elimination of the phosphoryloxy group and generation of 9-chloro-1,10-anthraquinone that undergoes amination followed by substitution of the hydrogen atom in position 4 rather than a chlorine atom in position 9, which is the most active position in 2,4,9-trichloro-1,10-anthraquinone. The second step of amination results in 4,9-di(alkylamino)-1,10-anthraquinone. The literature data on obtaining individual 9-chloro-1,10-anthraquinone under the action of bases on 1-dichorophosphoryloxy-9,9-dichloroanthrone were not experimentally supported.
PHOTOCHEMICAL REACTIONS OF N-SUBSTITUTED 2-AMINO-1-ACETOXY-9,10-ANTHRAQUINONES
Russkikh, S. A.,Klimenko, L. S.,Gritsan, N. P.,Fokin, E. P.
, p. 1780 - 1786 (2007/10/02)
The photoinduced (by UV light) and thermally reversible intramolecular migration of the COCH3 group to the quinonoid carbonyl of N-substituted 2-amino-1-acetoxy-9,10-anthraquinones, leading to the isomerization of the 9,10-anthraquinonoid fragment to the
