3179-90-6

Basic information

• Product Name: DISPERSE BLUE 7
• Synonyms: 1,4-bis((2-hydroxyethyl)amino)-5,8-dihydroxy-anthraquinon;1,4-dihydroxy-5,8-bis((2-hydroxyethyl)amino)-10-anthracenedione;1,4-dihydroxy-5,8-bis((2-hydroxyethyl)amino)-9,10-anthracenedione;1,4-dihydroxy-5,8-bis((2-hydroxyethyl)amino)-anthraquinon;1,4-dihydroxy-5,8-bis[(2-hydroxyethyl)amino]-10-anthracenedione;1,4-dioxyethylamino-5,8-dioxyanthraquinone;1,4-doea-5,8-dapfa;5,8-dihydroxy-1,4-dihydroxyethylaminoanthraquinone
• CAS NO: 3179-90-6
• Molecular Formula: C₁₈H₁₈N₂O₆
• Molecular Weight: 358.34532
• EINECS: 221-666-0
• Mol File: 3179-90-6.mol
• Article Data: 1

Chemical Properties

• Melting Point: 215-220℃
• Boiling Point: 490.79°C (rough estimate)
• Flash Point: 411.8°C
• Appearance: /
• Density: 1.607
• Vapor Pressure: 4.16E-24mmHg at 25°C
• Refractive Index: 1.5700 (estimate)
• PKA: 7.11±0.20(Predicted)
• CAS DataBase Reference: DISPERSE BLUE 7(CAS DataBase Reference)
• NIST Chemistry Reference: DISPERSE BLUE 7(3179-90-6)
• EPA Substance Registry System: DISPERSE BLUE 7(3179-90-6)

Safety Data

• Hazardous Substances Data: 3179-90-6(Hazardous Substances Data)

Usage

Uses

Disperse Blue 7 is a textile disperse dye. Dyes and metabolites, Environmental Testing.

Preparation

(a)1,4,5,8-Tetrahydroxyanthracene-9,10-dione in a small amount insurance powder with existing 2-Aminoethanol?condensation, Then the ammonia and boric acid or sodium hydroxide or oxidized in the presence piperidine;

Air & Water Reactions

Water soluble.

Fire Hazard

Flash point data for DISPERSE BLUE 7 are not available; however DISPERSE BLUE 7 is probably combustible.

Properties and Applications

colourful green light blue. Soluble in acetone, ethanol, carbon tetrachloride and soluble fiber element, slightly soluble in benzene and linseed oil. The strong sulfuric acid as dark blue light in red, for light blue after diluted. Standard Ironing Fastness Light Fastness Persperation Fastness Washing Fastness Fading Stain Fading Stain Fading Stain ISO 5 4-5 4 5 4-5 4-5 4-5

Standard

Ironing Fastness

Fading

Stain

ISO

5

InChI:InChI=1/C18H18N2O6/c21-7-5-19-9-1-2-10(20-6-8-22)14-13(9)17(25)15-11(23)3-4-12(24)16(15)18(14)26/h1-4,19-24H,5-8H2

Synthetic route

5,8-Dihydroxy-1,4-bis-(2-hydroxy-ethylamino)-2,3-dihydro-anthraquinone (112996-70-0) → 5,8-dihydroxy-1,4-bis<<2-hydroxyethyl>amino>-9,10-anthracenedione (3179-90-6)

Conditions	Yield
With benzofurazan oxide In various solvent(s) at 70℃; for 16h;	97%

leuco-1,4,5,8-tetrahydroxyanthraquinone (23478-60-6) + ethanolamine (141-43-5) → 5,8-dihydroxy-1,4-bis<<2-hydroxyethyl>amino>-9,10-anthracenedione (3179-90-6)

Conditions	Yield
With sodium dithionite; ethanol; boric acid Erhitzen des Reaktionsprodukts mit SOCl2 und Nitrobenzol;

1,4,5,8-tetrahydro-anthraquinone (71924-08-8) + ethanolamine (141-43-5) → 5,8-dihydroxy-1,4-bis<<2-hydroxyethyl>amino>-9,10-anthracenedione (3179-90-6)

Conditions	Yield
With sodium hydroxide; copper(II) sulfate

1,4,5,8-tetrahydroxy-2,3-dihydro-9,10-anthracenedione (81-59-4) + ethanolamine (141-43-5) → 5,8-dihydroxy-1,4-bis<<2-hydroxyethyl>amino>-9,10-anthracenedione (3179-90-6)

Conditions	Yield
(i) Me2NCH2CH2NMe2, (ii) PhNO2; Multistep reaction;

ethanolamine (141-43-5) + 5.8-dibromo-quinizarine → 5,8-dihydroxy-1,4-bis<<2-hydroxyethyl>amino>-9,10-anthracenedione (3179-90-6)

Conditions	Yield
With pyridine

ethanolamine (141-43-5) + anthracenehexol-(1.4.5.8.9.10) → 5,8-dihydroxy-1,4-bis<<2-hydroxyethyl>amino>-9,10-anthracenedione (3179-90-6)

Conditions	Yield
With air; water; boric acid
anschliessende Oxydation;

5,8-dihydroxy-1,4-bis<<2-hydroxyethyl>amino>-9,10-anthracenedione (3179-90-6) + p-toluenesulfonyl chloride (98-59-9) → 5,8-dihydroxy-1,4-bis<(2-p-toluensulfonyloxyethyl)amino>anthracene-9,10-dione (111228-29-6)

Conditions	Yield
With pyridine for 4h; Ambient temperature;	50%

5,8-dihydroxy-1,4-bis<<2-hydroxyethyl>amino>-9,10-anthracenedione (3179-90-6) → novantrone (70476-82-3)

Conditions	Yield
Multi-step reaction with 2 steps 1: 50 percent / pyridine / 4 h / Ambient temperature 2: 2.) hydrochloric acid / 1.) acetonitrile-DMA, 0.8 h, reflux, 2.) ether View Scheme

5,8-dihydroxy-1,4-bis<<2-hydroxyethyl>amino>-9,10-anthracenedione (3179-90-6) → 1,4-Bis[2-[di(β-hydroxyethyl)amino]ethylamino]-5,8-dihydroxyanthraquinone dihydrochloride

Conditions	Yield
Multi-step reaction with 2 steps 1: 50 percent / pyridine / 4 h / Ambient temperature 2: 2.) hydrochloric acid / 1.) DMA, 1.5 h, reflux, 2.) ether View Scheme

Upstream product

• 112996-70-0 5,8-Dihydroxy-1,4-bis-(2-hydroxy-ethylamino)-2,3-dihydro-anthraquinone 
• 141-43-5 ethanolamine 
• 71924-08-8 1,4,5,8-tetrahydro-anthraquinone 
• 23478-60-6 leuco-1,4,5,8-tetrahydroxyanthraquinone 
• 81-59-4 1,4,5,8-tetrahydroxy-2,3-dihydro-9,10-anthracenedione 

Downstream Products

• 70476-82-3 novantrone 

Relevant articles and documents

Dehydrogenations using benzofuroxan as oxidant

2-Arylsubstituted benzimidazoles, quinoxalines, in 3,5-position substituted 2,6-dimethylpyridines, and 1,4-bis(alkylamino)-9,10-anthracenediones are easily prepared under mild conditions by means of benzofuroxan as oxidant. Thus, the preparation of 2-arylbenzimidazoles succeeds in acetonitrile at 50°C in yields of 65 to 78%.