4395-65-7

Basic information

• Product Name: 1-AMINO-4-ANILINOANTHRAQUINONE
• Synonyms: 10-Anthracenedione,1-amino-4-phenylamino-9;1-amino-4-(phenylamino)-10-anthracenedione;1-Amino-4-(phenylamino)-9,10-anthraquinone;1-Amino-4-p-toluidinoanthraquinone;9,10-Anthracenedione, 1-amino-4-(phenylamino)-;solventblue68;CI 61110;DISPERSE BLUE 19
• CAS NO: 4395-65-7
• Molecular Formula: C₂₀H₁₄N₂O₂
• Molecular Weight: 314.34
• EINECS: 224-520-4
• Product Categories: Organics
• Mol File: 4395-65-7.mol
• Article Data: 5

Chemical Properties

• Melting Point: 194°C
• Boiling Point: 454.02°C (rough estimate)
• Flash Point: 291.555 °C
• Appearance: /
• Density: 1.2303 (rough estimate)
• Vapor Pressure: 1.66E-12mmHg at 25°C
• Refractive Index: 1.5700 (estimate)
• PKA: 0.46±0.20(Predicted)
• Water Solubility: 0.1918ug/L(25 oC)
• CAS DataBase Reference: 1-AMINO-4-ANILINOANTHRAQUINONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-AMINO-4-ANILINOANTHRAQUINONE(4395-65-7)
• EPA Substance Registry System: 1-AMINO-4-ANILINOANTHRAQUINONE(4395-65-7)

Safety Data

• Hazardous Substances Data: 4395-65-7(Hazardous Substances Data)

Usage

Preparation

1-Amino-4-hydroxyanthfacene-9,10-dione?with aniline in the presence of boric acid in condensation.

Properties and Applications

red light blue. Soluble in acetone, ethanol, benzene and soluble fiber element, slightly soluble in carbon tetrachloride. The strong sulfuric acid as dark blue light in purple, dilute dark after precipitation. Standard Ironing Fastness Light Fastness Persperation Fastness Washing Fastness Fading Stain Fading Stain Fading Stain ISO 4 3 5 5 5 4-5 4

Standard

Ironing Fastness

Fading

Stain

ISO

4

InChI:InChI=1/C20H14N2O2/c21-15-10-11-16(22-12-6-2-1-3-7-12)18-17(15)19(23)13-8-4-5-9-14(13)20(18)24/h1-11,22H,21H2

Upstream product

• 70730-92-6 5-chloro-6H-anthra[1,9-cd]isoxazol-6-one 
• 62-53-3 aniline 
• 2872-47-1 1-amino-4-chloroanthraquinone 
• 74386-36-0 1-azido-4-chloro-anthraquinone 
• 6258-06-6 sodium 1-amino-4-bromoanthraquinone-2-sulfonate 
• 116-85-8 4-hydroxy-1-aminoanthraquinone 
• 13460-50-9 metaboric acid 
• 81-62-9 1-amino-4-bromo-9,10-anthracenedione 
• 98-82-8 Isopropylbenzene 
• 70730-76-6 5-anilino-anthra[1,9-cd]isoxazol-6-one 
• 2786-71-2 1-amino-4-anilino-9,10-dioxo-9,10-dihydro-anthracene-2-sulfonic acid 
• 116-83-6 1-amino-4-methoxyanthraquinone 
• 116-81-4 1-amino-4-bromo-9,10-dioxoanthracene-2-sulphonic acid 

Downstream Products

• 103566-97-8 furan-2,5-dicarboxylic acid bis-(4-anilino-9,10-dioxo-9,10-dihydro-[1]anthrylamide) 
• 201941-63-1 trans-[PtCl(PEt₃)(C₆H₄(CO)2C₆H₂(NHC₆H₅)NH)] 
• 202007-96-3 cis-[PtCl(PEt₃)(C₆H₄(CO)2C₆H₂(NHC₆H₅)NH)] 
• 201941-64-2 [PdCl(PEt₃)(C₆H₄(CO)2C₆H₂(NHC₆H₅)NH)] 
• 201941-62-0 [Ru(Cl)(C₆H₄(CH₃)(CH(CH₃)2))(C₆H₄(CO)2C₆H₂(NHC₆H₅)NH)] 
• 32571-82-7 1-Amino-9,10-dioxo-4-phenylamino-9,10-dihydroanthracen-2-carbonitril 

Relevant articles and documents

Synthesis of -s-triazine Derivatives

The disperse dyes of the type -s-triazine derivatives have been synthesized by condensation of bromamine acid with aniline, then desulphonation and cyclisation to obtained 8-aminoceramidone, followed by its cyanuration and condensation with various aryl urea.The dyeing properties of these dyes were studied on polyester fabrics.

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.