81-41-4

Basic information

• Product Name: 1,4-DIAMINO-2,3-DICYANO-9,10-ANTHRAQUINONE
• Synonyms: 1,4-DIAMINO-2,3-DICYANOANTHRAQUINONE;1,4-DIAMINO-9,10-ANTHRAQUINONE-2,3-DICARBONITRILE;1,4-diamino-9,10-dihydro-9,10-dioxo-3-anthracenedicarbonitrile;3-Anthracenedicarbonitrile,1,4-diamino-9,10-dihydro-9,10-dioxo-2;diaminodicyanoanthraquinone;1,4-diamino-9,10-dihydro-9,10-dioxoanthracene-2,3-dicarbonitrile;1,4-diamino-9,10-dioxo-9,10-dihydroanthracene-2,3-dicarbonitrile;2:3 DICYANO 1,4 DIAMINO AQ
• CAS NO: 81-41-4
• Molecular Formula: C₁₆H₈N₄O₂
• Molecular Weight: 288.26
• EINECS: 201-347-2
• Product Categories: Intermediates of Dyes and Pigments;Aminoanthraquinones;Anthraquinones;Dicyanopyrazines, etc. (Building Blocks for Phthalonitriles & Naphthalonitriles);Functional Materials;Phthalonitriles & Naphthalonitriles
• Mol File: 81-41-4.mol
• Article Data: 10

Chemical Properties

• Melting Point: >300℃
• Boiling Point: 695.6 °C at 760 mmHg
• Flash Point: 374.5 °C
• Appearance: /
• Density: 1.57 g/cm³
• Vapor Pressure: 3.36E-19mmHg at 25°C
• Refractive Index: 1.758
• CAS DataBase Reference: 1,4-DIAMINO-2,3-DICYANO-9,10-ANTHRAQUINONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-DIAMINO-2,3-DICYANO-9,10-ANTHRAQUINONE(81-41-4)
• EPA Substance Registry System: 1,4-DIAMINO-2,3-DICYANO-9,10-ANTHRAQUINONE(81-41-4)

Safety Data

• Statements: 23/24/25
• Safety Statements: 26-36/37/39
• RIDADR: 3276
• Hazardous Substances Data: 81-41-4(Hazardous Substances Data)

Usage

Uses

1,4-Diamino-2,3-dicyanoanthraquinone is the key intermediate for manufacturing CI Disperse Blue 60.

InChI:InChI=1/C16H8N4O2/c17-5-9-10(6-18)14(20)12-11(13(9)19)15(21)7-3-1-2-4-8(7)16(12)22/h1-4H,19-20H2

Upstream product

• 60345-96-2 1,4-Diamino-9,10-dioxo-9,10-dihydroanthracen-2-carbonsaeuremethylester 
• 143-33-9 sodium cyanide 
• 4095-85-6 1,4-diamino-9,10-dioxo-9,10-dihydro-anthracene-2-sulfonic acid 
• 98-47-5 3-Nitrobenzenesulfonic acid 
• 107-98-2 1-methoxy-2-propanol 
• 127-68-4 sodium 3-nitrobenzenesulfonate 
• 81-42-5 1,4-diamino-2,3-dichloroanthraquinone 
• 77287-34-4 formamide 
• 95-50-1 1,2-dichloro-benzene 

Downstream Products

• 3176-88-3 4,11-diamino-2-butyl-naphth[2,3-f]isoindole-1,3,5,10-tetraone 
• 84425-48-9 4,11-diamino-2-isopropyl-naphth[2,3-f]isoindole-1,3,5,10-tetraone 
• 128-81-4 NSC 115447 

Relevant articles and documents

Preparation method of 1,4-diamido-2,3-dicyano anthraquinone

The invention relates to a preparation method of 1,4-diamido-2,3-dicyano anthraquinone. The preparation method comprises steps as follows: 1,4-diamido-2,3-dichloroanthraquinone is taken as a raw material and is heated to reflux with a high-boiling-point polar solvent as a reaction medium and formamide as a cyanation reagent in the presence of a phase transfer catalyst, a dehydrating agent and an acid-binding agent, a product is cooled, filtered, washed with water and dried, and 1,4-diamido-2,3-dicyano anthraquinone is prepared. The technical scheme has the characteristics of low environmental toxicity, low environmental protection pressure and simplicity in technological operation; the prepared 1,4-diamido-2,3-dicyano anthraquinone reaches the same level of the prior art when used for preparing disperse turquoise blue S-GL.

Preparation of 1,4-diamino-2,3-dicyanoanthraquinone

1,4-Diaminoanthraquinone-2-sulfonic acid or salts thereof are reacted with cyanide ions at pH 8-11 in the presence of oxidizing agents in a mixture of water and 1-methoxy-2-propanol, 2-methoxy-1-propanol, N,N-dimethylformamide, N,N-dimethylacetamide, N,N-dimethylpropionamide, dimethyl sulfoxide, dioxane, N-methylpyrrolidone or mixtures thereof, the ratio water: organic liquid being ≥3:1, the reaction proceeding at higher concentrations than in a purely aqueous medium and producing appreciably purer products in a high space-time yield.

Process for the preparation of 1,4-diamino-2,3-dicyanoanthraquinones

There is disclosed a process for the preparation of 1,4-diamino-2,3-dicyanoanthraquinones by reacting compounds of formula STR1 wherein X1 and X2 are hydroxyl, halogen, acetate or sulfato ester, or, when taken together, are an oxygen atom attached by a double bond to the boron atom, R is a substituent and n is 0, 1 or 2, with an inorganic cyanide in a polar aprotic solvent and in the presence of an oxidizing agent, and subsequently hydrolyzing the reaction product.