39774-73-7

Basic information

• Product Name: 1-Amino-4-[(4-methylphenyl)amino]-9,10-anthracenedione
• Synonyms: 1-Amino-4-[(4-methylphenyl)amino]-9,10-anthracenedione
• CAS NO: 39774-73-7
• Molecular Formula: C₂₁H₁₆N₂O₂
• Molecular Weight: 328.3639
• Mol File: 39774-73-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 569.8°Cat760mmHg
• Flash Point: 298.4°C
• Appearance: /
• Density: 1.347g/cm³
• Vapor Pressure: 5.35E-13mmHg at 25°C
• Refractive Index: 1.728
• CAS DataBase Reference: 1-Amino-4-[(4-methylphenyl)amino]-9,10-anthracenedione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Amino-4-[(4-methylphenyl)amino]-9,10-anthracenedione(39774-73-7)
• EPA Substance Registry System: 1-Amino-4-[(4-methylphenyl)amino]-9,10-anthracenedione(39774-73-7)

Safety Data

• Hazardous Substances Data: 39774-73-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C21H16N2O2/c1-12-6-8-13(9-7-12)23-17-11-10-16(22)18-19(17)21(25)15-5-3-2-4-14(15)20(18)24/h2-11,23H,22H2,1H3

Upstream product

• 2872-47-1 1-amino-4-chloroanthraquinone 
• 74386-36-0 1-azido-4-chloro-anthraquinone 
• 7664-93-9 sulfuric acid 
• 116-85-8 4-hydroxy-1-aminoanthraquinone 
• 13460-50-9 metaboric acid 
• 106-49-0 p-toluidine 
• 70730-92-6 5-chloro-6H-anthra[1,9-cd]isoxazol-6-one 
• 98-82-8 Isopropylbenzene 
• 75753-37-6 5-p-Tolylamino-anthra[1,9-cd]isoxazol-6-one 
• 62212-43-5 N-(4-nitro-9,10-dioxo-9,10-dihydro-[1]anthryl)-acetamide 
• 6937-74-2 1-amino-4-nitroanthraquinone 
• 116-83-6 1-amino-4-methoxyanthraquinone 
• 81-62-9 1-amino-4-bromo-9,10-anthracenedione 

Relevant articles and documents

Arylamination of Aminohalogenoanthraquinones

1-Amino-4-arylaminoanthraquinones (II) have been prepared in high yields by reacting 1-amino-4-chloroanthraquinone (Ia, 1 mol) with arylamines (6 mol) and anhyd.AlCl3 (5 mol) in nitrobenzene at room temperature. 1-Amino-2-bromoanthraquinone, 2-amino-1-chloroanthraquinone, 1-benzamido-4-chloroanthraquinone and 1-amino-5-chloroanthraquinone fail to give arylaminated products. 1-Amino-2,4-dibromoanthraquinone (Ic) gives only 4-arylaminated compounds (IIq-s) whereas 1-amino-8-chloroanthraquinone (Ie) gives 2-arylaminated derivatives (III).A plausible mechanism for the reaction has been suggested.The arylaminated compounds have been applied on polyester as disperse dyes and their dyeing properties evaluated.

AMINATION OF ANTHRAISOXAZOL-6-ONES

The behavior of 3,5-dihalo derivatives of anthraisoxazol-6-one with respect to primary and secondary amines was studied. 5-Chloroanthraisoxazol-6-one undergoes amination particularly readily.The products of the reaction of isoxazoles with amines are the corresponding amino derivatives.The amination of 5-chloroanthraisoxazol-6-one in refluxing dimethylformamide (DMF) is accompanied by reductive cleavage of the isoxazole ring and the formation of 1-amino-4-arylaminoanthraquinones.Amination in the 5 position with substitution of a hydride ion takes place primarily in the reaction of 3-chloroanthraisoxazol-6-one with benzylamine or cyclohexylamine, whereas the chlorine in the 3 position is replaced by the action of morpholine or piperidine on the same substrate.