2872-48-2

Basic information

• Product Name: Disperse Red 11
• Synonyms: 1,4-diamino-2-methoxy-10-anthracenedione;1,4-Diamino-2-methoxy-9,10-anthraquinone;1,4-Diamino-2-methoxyanthra-9,10-quinone;1,4-diamino-2-methoxy-anthraquinon;1,4-Diamino-2-methoxyanthroquinone;10-Anthracenedione,1,4-diamino-2-methoxy-9;9,10-Anthracenedione, 1,4-diamino-2-methoxy-;Acetate Fast Pink 3B
• CAS NO: 2872-48-2
• Molecular Formula: C₁₅H₁₂N₂O₃
• Molecular Weight: 268.27
• EINECS: 220-703-8
• Product Categories: Dyes and Pigments;Organics;Solvent Dyestuff
• Mol File: 2872-48-2.mol
• Article Data: 1

Chemical Properties

• Melting Point: 242 °C
• Boiling Point: 575.6 °C at 760 mmHg
• Flash Point: 322.4 °C
• Appearance: /
• Density: 1.429 g/cm³
• Vapor Pressure: 2.98E-13mmHg at 25°C
• Refractive Index: 1.716
• PKA: 0.87±0.20(Predicted)
• Water Solubility: 693.4ug/L(25 oC)
• CAS DataBase Reference: Disperse Red 11(CAS DataBase Reference)
• NIST Chemistry Reference: Disperse Red 11(2872-48-2)
• EPA Substance Registry System: Disperse Red 11(2872-48-2)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 2872-48-2(Hazardous Substances Data)

Usage

Uses

Disperse Red 11 is an azo disperse dye which is water insoluble. Disperse Red 1 can be used to dye polyester and acetate fibers. Dyes and metabolites, Environmental Testing.

Contact allergens

Disperse Red 11 is an example of disperse dye anthraquinone type.

Properties and Applications

Standard Ironing Fastness Light Fastness Persperation Fastness Washing Fastness Fading Stain Fading Stain Fading Stain ISO 4-5 3 5 5 5 4-5 4

Standard

Ironing Fastness

Fading

Stain

ISO

4-5

InChI:InChI=1/C15H12N2O3/c1-20-10-6-9(16)11-12(13(10)17)15(19)8-5-3-2-4-7(8)14(11)18/h2-6H,16-17H2,1H3

Synthetic route

methanol (67-56-1) + 1,4-diamino-9,10-dioxo-9,10-dihydro-anthracene-2-sulfonic acid (4095-85-6) → 1,4-diamino-2-methoxy-9,10-anthraquinone (2872-48-2)

Conditions	Yield
With potassium hydroxide at 100 - 105℃; for 3h;	92%

1,4-diamino-9,10-dioxo-9,10-dihydro-anthracene-2-sulfonic acid (4095-85-6) → 1,4-diamino-2-methoxy-9,10-anthraquinone (2872-48-2)

Conditions	Yield
With sodium hydroxide

1-amino-4-bromo-2-methoxy-anthraquinone → 1,4-diamino-2-methoxy-9,10-anthraquinone (2872-48-2)

Conditions	Yield
With copper(I) sulfate; ammonia; copper(II) sulfate at 140 - 150℃; unter Druck;

1-amino-2-methoxy-4-nitro-anthraquinone → 1,4-diamino-2-methoxy-9,10-anthraquinone (2872-48-2)

Conditions	Yield
With sodium sulfide

1-benzoylamino-2-methoxy-4-nitro-anthraquinone → 1,4-diamino-2-methoxy-9,10-anthraquinone (2872-48-2)

Conditions	Yield
With sodium sulfide

1,4-diamino-2-bromo-anthraquinone (10165-31-8) + sodium phenoxide (139-02-6) → 1,4-diamino-2-methoxy-9,10-anthraquinone (2872-48-2)

Conditions	Yield
With phenol Erwaermen des Reaktionsprodukts mit methanol. Kalilauge;

1,4-Diamino-2-hydroxyanthraquinone (16382-91-5) + dimethyl sulfate (77-78-1) → 1,4-diamino-2-methoxy-9,10-anthraquinone (2872-48-2)

Conditions	Yield
With sodium hydroxide; acetone
With sodium carbonate; acetone

1-amino-4--9.10-dioxo-9.10-dihydro-anthracene-sulfonic acid-(2) → 1,4-diamino-2-methoxy-9,10-anthraquinone (2872-48-2)

Conditions	Yield
With potassium hydroxide Behandeln des Reaktionsprodukts mit Schwefelsaeure;

1-amino-4-bromo-2-methoxy-anthraquinone + ammonia (7664-41-7) + copper(II) sulfate (7758-99-8) → 1,4-diamino-2-methoxy-9,10-anthraquinone (2872-48-2)

Conditions	Yield
at 140 - 150℃; unter Druck;

1,4-diamino-2-methoxy-9,10-anthraquinone (2872-48-2) + Methacryloyl chloride (920-46-7) → 1-amino-4-methacryloylamino-2-methoxyanthraquinone (52636-97-2)

Conditions	Yield
With triethylamine In toluene for 1.5h; Heating;	25%

1,4-diamino-2-methoxy-9,10-anthraquinone (2872-48-2) + Methacryloyl chloride (920-46-7) → 1,4-bis(methacryloylamino)-2-methoxyanthraquinone (117977-96-5)

Conditions	Yield
With triethylamine In nitrobenzene at 100℃;	21%

1,4-diamino-2-methoxy-9,10-anthraquinone (2872-48-2) → 1,4-Diamino-2-hydroxyanthraquinone (16382-91-5)

Conditions	Yield
With sulfuric acid
With sulfuric acid for 24h; demethylation; Heating;
With sediment In water at 3.5℃; Kinetics; Further Variations:; Reagents; Temperatures; Decomposition;

1,4-diamino-2-methoxy-9,10-anthraquinone (2872-48-2) + chloroformic acid ethyl ester (541-41-3) → (4-amino-3-methoxy-9,10-dioxo-9,10-dihydro-[1]anthryl)-carbamic acid ethyl ester (101732-19-8)

Conditions	Yield
With potassium carbonate; benzene

1,4-diamino-2-methoxy-9,10-anthraquinone (2872-48-2) + 2-chloro-ethanol (107-07-3) → 4-amino-1-(2-hydroxy-ethylamino)-2-methoxy-anthraquinone (109809-16-7)

Conditions	Yield
With magnesium oxide

1,4-diamino-2-methoxy-9,10-anthraquinone (2872-48-2) + 2-chloropropionyl chloride (625-36-5) → 1,4-Bis-(β-chlor-propionylamino)-2-methoxy-anthrachinon (20210-35-9)

bromobenzene (108-86-1) + 1,4-diamino-2-methoxy-9,10-anthraquinone (2872-48-2) → 1-amino-2-methoxy-4-anilinoanthraquinone (90791-37-0)

Conditions	Yield
With potassium acetate; copper(l) chloride In nitrobenzene at 198 - 206℃; for 5h; Yield given;

para-bromotoluene (106-38-7) + 1,4-diamino-2-methoxy-9,10-anthraquinone (2872-48-2) → 1-Amino-2-methoxy-4-p-tolylamino-anthraquinone (90791-38-1)

Conditions	Yield
With potassium acetate; copper(l) chloride In nitrobenzene for 5h; Heating; Yield given;

1,4-diamino-2-methoxy-9,10-anthraquinone (2872-48-2) → 1-Amino-2-methoxyanthraquinone (10165-33-0)

Conditions	Yield
With sulfuric acid for 24h; Deamination;

1,4-diamino-2-methoxy-9,10-anthraquinone (2872-48-2) → 1,4-Bis-(acryloylamino)-2-methoxy-anthrachinon (18708-31-1)

Conditions	Yield
Multi-step reaction with 2 steps 1: Et3N View Scheme

Upstream product

• 4095-85-6 1,4-diamino-9,10-dioxo-9,10-dihydro-anthracene-2-sulfonic acid 
• 10165-31-8 1,4-diamino-2-bromo-anthraquinone 
• 139-02-6 sodium phenoxide 
• 16382-91-5 1,4-Diamino-2-hydroxyanthraquinone 
• 77-78-1 dimethyl sulfate 
• 67-56-1 methanol 
• 7664-41-7 ammonia 
• 7758-99-8 copper(II) sulfate 

Downstream Products

• 90791-37-0 1-amino-2-methoxy-4-anilinoanthraquinone 
• 90791-38-1 1-Amino-2-methoxy-4-p-tolylamino-anthraquinone 
• 10165-33-0 1-Amino-2-methoxy-anthrachinon 

Relevant articles and documents

SYNTHESIS OF 1,4-DIAMINO-2-METHOXYANTHRAQUINONE FROM 1-AMINO-4-BROMOANTHRAQUINONE-2-SULFONIC ACID

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