1758-68-5

Usage

Uses

1,2-Diaminoanthraquinone is for the direct detection of nitric oxide.

InChI:InChI=1/C14H10N2O2/c15-10-6-5-9-11(12(10)16)14(18)8-4-2-1-3-7(8)13(9)17/h1-6H,15-16H2

Upstream product

• 1594-46-3 1,2-dichloro-anthraquinone 
• 83-62-5 1-aminoanthraquinone-2-sulfonic acid 
• 20404-22-2 1-amino-2-nitro-anthraquinone 
• 10262-82-5 2-amino-1-nitro-anthraquinone 
• 861790-49-0 2-azido-1-nitro-anthraquinone 
• 75574-91-3 3,4-diamino-9,10-dioxo-9,10-dihydro-anthracene-2-sulfonic acid 
• 860753-11-3 2-acetylamino-1-(toluene-4-sulfonylamino)-anthraquinone 
• 62468-68-2 1-amino-2-methylaminoanthraquinone 
• 62468-69-3 1-amino-2-dimethylaminoanthraquinone 
• 83206-52-4 3-dimethylaminoanthra<1,9-c,d>isoxazol-6-one 
• 83206-53-5 3-diethylaminoanthra<1,9-c,d>isoxazol-6-one 
• 70730-79-9 3-amylaminoanthra<1,9-c,d>isoxazol-6-one 
• 7664-93-9 sulfuric acid 
• 70730-89-1 6H-anthra<1,9-cd>isoxazol-6-one 

Downstream Products

• 67905-10-6 8-hydroxy-6,15-dihydro-dinaphtho[2,3-a;2',3'-h]phenazine-5,9,14,18-tetraone 
• 117-12-4 1,5-dihydroxyanthraquinone 
• 117-10-2 1,8-dihydroxy-9,10-anthracenedione 
• 6259-70-7 naphtho[2,3-f]quinoxaline-2,3,7,12(1H,4H)-tetraone 
• 56250-76-1 1,2-bis-benzoylamino-anthraquinone 
• 54490-27-6 2,3-diphenylnaphtho[2,3-f]quinoxaline-7,12-dione 
• 172759-87-4 2-<4-(diethylamino)phenyl>imidazo<5,4-a>anthraquinone 
• 222833-19-4 1-amino-2-<4-(chloromethyl)benzoylamino>anthraquinone 
• 942119-33-7 2-(4-hydroxyphenyl)-1H-anthra[1,2-d]imidazole-6,11-dione 

Relevant academic research and scientific papers

NUCLEOPHILIC SUBSTITUTION OF HYDROGEN IN AROMATIC SYSTEMS. II. MECHANISM OF AMINATION IN ANTHRAISOXAZOL-6-ONES

The nucleophilic substitution of the C5-H hydrogen atom in anthraisoxazol-6-ones by amines in acetonitrile in the absence of Cu2+, Ag+, Co2+, or Ni2+ cations takes place with the formation of strong hydrogen bond in the sixmembered chelate ring of the product from 1,4-addition of the amine to the isoxazolone at the C5 and =O atoms.The structure of the reaction product is determined by the character of the amine, and (with the absence of readily eliminated groups) substitution of C5-H is suppressed by the competing amination of C3-H and reduction of the heterocycle.The substitution of C5-Hlg by amines under analogous conditions leads to trivial reaction products.In nitromethane C3-H or C3-Hlg is mainly substituted, and C5-H or C5-Hlg is partly substituted, leading to products with trivial structures.In the presence of Cu2+, Ag+, Co2+, Ni2+ cations in acetonitrile only C3-H or C3-Hlg is substituted through the formation of mixed complex of amine and isoxazolone on the cation.

Process for the manufacture of 1,2-diaminoanthraquinone

A process for the manufacture of 1,2-diaminoanthraquinone, which comprises reacting 1-nitro-2-acetylaminoanthraquinone with hydrazine or hydroxylamine, or with derivatives thereof, in protic solvents.

Preparation of aminoanthraquinones from nitroanthraquinones

In the reaction of a nitroanthraquinone with ammonia in a solvent at elevated temperature to produce the corresponding aminoanthraquinone, the improvement which comprises effecting the reaction in the presence of an ammonium halide. Advantageously, the nitroanthraquinone is an α-nitroanthraquinone, the ammonium halide is at least one of ammonium chloride and ammonium bromide, and the solvent comprises at least one member selected from the group consisting of water, nitrobenzene, a glycol, an acid amide and sulfolane.

Process for preparing aminoanthraquinones

A process for preparing aminoanthraquinones of high purity, which comprises catalytically hydrogenating nitroanthraquinones in the suspended state in an aqueous medium in the presence of a hydrogenating catalyst. In a preferred embodiment, the catalytic hydrogenation may be carried out in the presence of an organic or inorganic base, followed, if desired, by oxidizing the hydrogenation product.