6408-45-3Relevant articles and documents
Reactions of 9-chloro-1,10-anthraquinone 1-dichlorophosphorylimine with N- and C-nucleophiles
Gorelik,Titova,Gladysheva
, p. 1147 - 1153 (2007/10/03)
9-Chloro-1,10-anthraquinone 1-dichlorophosphorylimine formed in the reaction of 1-amino-9,10-anthraquinone with PCl5 followed by dehydrochlorination reacts with primary amines with substitution of chlorine atoms. In the case of aliphatic amines, the reaction occurs further concurrently in two directions: the addition of the amine molecule with the formation of 9,9-di(alkylamino) derivatives of the anthrone and the substitution of hydrogen atom at position 4 with the formation of 4,9-di(alkylamino) derivatives of 1,10-anthraquinone 1-imine. In the case of aromatic amines, 1-amino-9,10-anthraquinone 9-arylimines are the end products. Reactions with the anions of CH-acids containing an alkoxycarbonyl or cyano group occur with substitution in position 9 followed by intramolecular cyclization with the formation of 2-alkoxy-or 2-amino-7H-dibenzo[f, ij]isoquinolin-7-one derivatives, respectively.
The Direct Alkylamination of 1-Aminoanthraquinone Promoted by Cobalt(II) Chloride
Yoshida, Katsuhira,Matsuoka, Masaru,Yamashita, Yoshio,Nagamori, Shoichi,Kitao, Teijiro
, p. 3725 - 3726 (2007/10/02)
The reaction of 1-aminoanthraquinone with primary aliphatic amines in the presence of cobalt(II) chloride under atmospheric oxygen preferentially gave the corresponding 1-amino-4-(alkylamino)anthraquinones.The reaction did not proceed with aqueous ammonia, bidentate amines, secondary aliphatic amines, and primary arylamines.While, with alicyclic amines the reaction mainly afforded 1-amino-2,4-bis(alkylamino)anthraquinones.