82206-33-5

Upstream product

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

Downstream Products

• 71309-81-4 6-cyclohexylaminoantha[9,1-de][1,3]oxazin-7-one-2-spirocyclohexane 
• 88022-62-2 4-cyclohexylamino-1-acetoxy-9,10-anthraquinone 

Relevant academic research and scientific papers

A process for the preparation method of the compound aromatic amines (by machine translation)

The invention discloses a method for preparing aromatic amine compounds, comprising the following steps: under protection of inert gas, with the ratio of the phenolic compound amine according to mole 1:2 - 40 are mixed and dissolved in the solvent, 50 - 140 °C reaction 6 - 15 hours, corresponding to preparing polymerizable aromatic amine compound, and then after treatment to obtain a pure aromatic amine compound. Raw materials of this invention generally are easy, simple operation, substrate and wide range of application, in the absence of catalyst under catalytic conditions of the phenolic compound can be obtained by nucleophilic addition reaction of the corresponding aromatic amine compound, and is suitable for industrial production. The present invention allows the presence of water in the reaction system, can be ammonia or hydrazine hydrate as the substrate, in order to ammonium chloride as a catalyst and a cosolvent, the success of the preparation to obtain a level from phenol hydroxy aromatic primary amino compound. The invention to phenol hydroxy has better selectivity, even if the presence of halogen atoms in the substrate does not affect the occurrence of the reaction. (by machine translation)

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.