71309-81-4

Upstream product

• 212612-84-5 4-cyclohexylamino-9-chloro-1,10-anthraquinone 
• 82206-33-5 4-cyclohexylamino-1-hydroxy-9,10-anthraquinone 
• 129973-11-1 1-dichlorophosphoryloxy-9,9-dichloro-10-anthrone 
• 81-64-1 1,4-dihydroxy-9,10-anthracenedione 
• 129-43-1 1-hydroxyanthraquinone 
• 108-91-8 cyclohexylamine 
• 88022-62-2 4-cyclohexylamino-1-acetoxy-9,10-anthraquinone 

Relevant academic research and scientific papers

Synthesis of 9-chloro-1,10-anthraquinone and its reactions with amines

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.