Product Name

  • Name

    1,5-DIAMINO-4,8-DIHYDROXYANTHRAQUINONE

  • EINECS 205-655-8
  • CAS No. 145-49-3
  • Article Data15
  • CAS DataBase
  • Density 1.684 g/cm3
  • Solubility
  • Melting Point 300℃
  • Formula C14H10N2O4
  • Boiling Point 649.43 °C at 760 mmHg
  • Molecular Weight 270.244
  • Flash Point 346.563 °C
  • Transport Information
  • Appearance
  • Safety 26-36/37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 145-49-3 (1,5-DIAMINO-4,8-DIHYDROXYANTHRAQUINONE)
  • Hazard Symbols IrritantXi
  • Synonyms Anthraquinone,1,5-diamino-4,8-dihydroxy- (6CI,7CI,8CI);1,5-Diamino-4,8-dihydroxy-9,10-anthraquinone;1,5-Diamino-4,8-dihydroxyanthraquinone;1,5-Dihydroxy-4,8-diamino-9,10-anthraquinone;1,5-Dihydroxy-4,8-diaminoanthraquinone;4,8-Diamino-1,5-dihydroxyanthraquinone;4,8-Diaminoanthrarufin;NSC 144052;NSC 3244;
  • PSA 126.64000
  • LogP 2.20000

Synthetic route

1,5-dihydroxy-4,8-dinitro-anthraquinone
128-91-6

1,5-dihydroxy-4,8-dinitro-anthraquinone

4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

Conditions
ConditionsYield
With sodium hydroxide; palladium-carbon In hydrogen97.8%
1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

Conditions
ConditionsYield
Stage #1: 1,5-diaminoanthraquinone With sulfuric acid at 0℃; for 0.25h;
Stage #2: With sodium chlorate at 0 - 20℃; for 3.75h;
83%
Alizarin Saphirol B
128-86-9

Alizarin Saphirol B

4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

Conditions
ConditionsYield
With sodium dithionite; water; boric acid
durch Abspaltung beider Sulfogruppen;
With pyridine; sodium dithionite; water
1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

A

4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

B

1,5-diamino-2,4,6,8-tetrahydroxy-anthraquinone

1,5-diamino-2,4,6,8-tetrahydroxy-anthraquinone

Conditions
ConditionsYield
With manganese(IV) oxide; sulfuric acid
With manganese(IV) oxide; sulfuric acid
1,5-diazido-anthraquinone
85192-94-5

1,5-diazido-anthraquinone

4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

Conditions
ConditionsYield
With sulfuric acid
Alizarin Saphirol B
128-86-9

Alizarin Saphirol B

water
7732-18-5

water

Na2S2O4

Na2S2O4

4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

4.8-dinitro-anthrarufin

4.8-dinitro-anthrarufin

4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

Conditions
ConditionsYield
With hydrogenchloride; acetic acid; tin(ll) chloride weiteres Reagens: Wasser;
sodium-salt of/the/ 4.8-diamino-1.5-dihydroxy-9.10-dioxo-9.10-dihydro-anthracene-disulfonic acid-(2.6)

sodium-salt of/the/ 4.8-diamino-1.5-dihydroxy-9.10-dioxo-9.10-dihydro-anthracene-disulfonic acid-(2.6)

4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

Conditions
ConditionsYield
With sodium hydroxide; zinc anschliessendes Erwaermen;
sodium salt of/the/ 4.8-diamino-anthrarufin-disulfonic acid-(2.6)

sodium salt of/the/ 4.8-diamino-anthrarufin-disulfonic acid-(2.6)

4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

Conditions
ConditionsYield
With sodium dithionite at 85 - 90℃;
sodium salt of/the/ 4.8-diamino-anthrarufin-sulfonic acid-(2)

sodium salt of/the/ 4.8-diamino-anthrarufin-sulfonic acid-(2)

4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

Conditions
ConditionsYield
With sodium dithionite; water Kochen des Reaktionsprodukts mit Sodaloesung;
sulfuric acid
7664-93-9

sulfuric acid

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

manganese dioxide

manganese dioxide

A

4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

B

1,5-diamino-2,4,6,8-tetrahydroxy-anthraquinone

1,5-diamino-2,4,6,8-tetrahydroxy-anthraquinone

Conditions
ConditionsYield
at 30 - 40℃;
1.5-dinitroanthraquinone
82-35-9

1.5-dinitroanthraquinone

A

4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

B

x.x-diamino-x.x-dioxy-anthraquinone

x.x-diamino-x.x-dioxy-anthraquinone

Conditions
ConditionsYield
With sulfuric acid; sulfur das Produkt bei 40-45grad halten, in Schwefelsaeure giessen und mit Wasser versetzen, bis die Temperatur auf 100-110grad gestiegen ist;
1,5-bis-hydroxyamino-anthraquinone
60080-32-2

1,5-bis-hydroxyamino-anthraquinone

A

4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

B

x.x-diamino-x.x-dioxy-anthraquinone

x.x-diamino-x.x-dioxy-anthraquinone

Conditions
ConditionsYield
With sulfuric acid; water
hydrogenchloride
7647-01-0

hydrogenchloride

1,5-dihydroxy-4,8-dinitro-anthraquinone
128-91-6

1,5-dihydroxy-4,8-dinitro-anthraquinone

SnCl2

SnCl2

4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

sulfuric acid
7664-93-9

sulfuric acid

1,5-diazido-anthraquinone
85192-94-5

1,5-diazido-anthraquinone

4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

sulfuric acid
7664-93-9

sulfuric acid

1,5-bis-hydroxyamino-anthraquinone
60080-32-2

1,5-bis-hydroxyamino-anthraquinone

water
7732-18-5

water

A

4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

B

x.x-diamino-x.x-dioxy-anthraquinone

x.x-diamino-x.x-dioxy-anthraquinone

Conditions
ConditionsYield
at 100 - 110℃;
1.5-dinitroanthraquinone
82-35-9

1.5-dinitroanthraquinone

4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: tin dichloride; water; NaOH-solution / Verduennen und Filtrieren in ein Gemisch aus konz. Salzsaeure und Wasser
2: concentrated sulfuric acid; water
View Scheme
In ice-water; sulfuric acid; N,N-dimethyl-formamide
4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

A

1,4,5,8-tetrahydroxy-anthraquinone
81-60-7

1,4,5,8-tetrahydroxy-anthraquinone

B

1-amino-4,5,8-trihydroxyanthraquinone
6374-78-3

1-amino-4,5,8-trihydroxyanthraquinone

C

leuco-1,4,5,8-tetrahydroxyanthraquinone
69837-14-5

leuco-1,4,5,8-tetrahydroxyanthraquinone

D

5-Amino-8,9,10-trihydroxy-2,3-dihydro-anthracene-1,4-dione

5-Amino-8,9,10-trihydroxy-2,3-dihydro-anthracene-1,4-dione

Conditions
ConditionsYield
With sodium dithionite In water at 100℃; for 0.666667h;A 2.5%
B 1.3%
C 92%
D 6.4%
4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

1,4,5,8-tetrahydroxy-anthraquinone
81-60-7

1,4,5,8-tetrahydroxy-anthraquinone

Conditions
ConditionsYield
With sodium hydroxide; sodium dithionite at 100℃; for 1h;80%
With hydrogenchloride at 180℃;
With sodium dithionite; nitrobenzene 1.) 100 deg C; Multistep reaction;
4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

N,N-dimethyl-aniline
121-69-7

N,N-dimethyl-aniline

1,5-diamino-2,6-di(p-dimethylanilino)-4,8-dihydroxyanthraquinone

1,5-diamino-2,6-di(p-dimethylanilino)-4,8-dihydroxyanthraquinone

Conditions
ConditionsYield
With hydrogenchloride; aluminium trichloride at 20℃; for 2h;75%
Na2S4

Na2S4

4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

leuco-1,4,5,8-tetrahydroxyanthraquinone
23478-60-6

leuco-1,4,5,8-tetrahydroxyanthraquinone

Conditions
ConditionsYield
With sodium hydroxide In water74%
2-(2-bromoethyl)isoindoline-1,3-dione
574-98-1

2-(2-bromoethyl)isoindoline-1,3-dione

4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

2-(2-((5-amino-4,8-dihydroxy-9,10-dioxo-9,10-dihydroanthracene-1-yl)amino)ethyl)isoindoline-1,3-dione

2-(2-((5-amino-4,8-dihydroxy-9,10-dioxo-9,10-dihydroanthracene-1-yl)amino)ethyl)isoindoline-1,3-dione

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 110℃; for 24h;61%
4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

epichlorohydrin
106-89-8

epichlorohydrin

[1,5-(chloro-2-hydroxypropylamino)-4,8-dihydroxy]-9,10-anthracenedione

[1,5-(chloro-2-hydroxypropylamino)-4,8-dihydroxy]-9,10-anthracenedione

Conditions
ConditionsYield
With acetic acid at 90℃; for 0.5h;56%
methanol
67-56-1

methanol

4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

Disperse blue 26
3860-63-7

Disperse blue 26

Conditions
ConditionsYield
With sulfuric acid at 170℃;
tetraacetyl diborate
5187-37-1

tetraacetyl diborate

4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

1,5-bis-acetylamino-4,8-bis-diacetoxyboranyloxy-anthraquinone

1,5-bis-acetylamino-4,8-bis-diacetoxyboranyloxy-anthraquinone

Conditions
ConditionsYield
With acetic anhydride
m-(trifluoromethyl)benzoyl fluoride
328-99-4

m-(trifluoromethyl)benzoyl fluoride

4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

1,5-dihydroxy-4,8-bis-(3-trifluoromethyl-benzoylamino)-anthraquinone
6417-47-6

1,5-dihydroxy-4,8-bis-(3-trifluoromethyl-benzoylamino)-anthraquinone

Conditions
ConditionsYield
With pyridine; nitrobenzene
4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

4-trifluoromethyl-benzoyl fluoride
368-94-5

4-trifluoromethyl-benzoyl fluoride

1,5-dihydroxy-4,8-bis-(4-trifluoromethyl-benzoylamino)-anthraquinone

1,5-dihydroxy-4,8-bis-(4-trifluoromethyl-benzoylamino)-anthraquinone

Conditions
ConditionsYield
With pyridine; nitrobenzene
4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

3-Bromoalizarin
18084-26-9

3-Bromoalizarin

1,5-bis-(3,4-dihydroxy-9,10-dioxo-9,10-dihydro-[2]anthrylamino)-4,8-dihydroxy-anthraquinone

1,5-bis-(3,4-dihydroxy-9,10-dioxo-9,10-dihydro-[2]anthrylamino)-4,8-dihydroxy-anthraquinone

Conditions
ConditionsYield
With sodium acetate; nitrobenzene; copper dichloride
4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

4,8-diamino-1,5-dihydroxy-9,10-dioxo-9,10-dihydro-anthracene-2-sulfonic acid
5138-23-8

4,8-diamino-1,5-dihydroxy-9,10-dioxo-9,10-dihydro-anthracene-2-sulfonic acid

Conditions
ConditionsYield
With sulfuric acid; boric acid
4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

1,4,5,8,10-pentahydroxy-anthrone

1,4,5,8,10-pentahydroxy-anthrone

Conditions
ConditionsYield
With alkaline aqueous Na2S2O4
With sodium dithionite
4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

1-amino-4,5,8-trihydroxyanthraquinone
6374-78-3

1-amino-4,5,8-trihydroxyanthraquinone

Conditions
ConditionsYield
With manganese(IV) oxide; sulfuric acid Versetzen mit Wasser und anschliessendes Erwaermen;
4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

1,5-diamino-2,4,6,8-tetrahydroxy-anthraquinone

1,5-diamino-2,4,6,8-tetrahydroxy-anthraquinone

Conditions
ConditionsYield
With manganese(IV) oxide; sulfuric acid man behandelt die erhaltene Verbindung in konz. Schwefelsaeure mit krystallinischer Borsaeure;
tetraacetyl diborate
5187-37-1

tetraacetyl diborate

4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

acetic anhydride
108-24-7

acetic anhydride

1,5-bis-acetylamino-4,8-bis-diacetoxyboranyloxy-anthraquinone

1,5-bis-acetylamino-4,8-bis-diacetoxyboranyloxy-anthraquinone

4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

acetic anhydride
108-24-7

acetic anhydride

1,5-bis-acetylamino-4,8-dihydroxy-anthraquinone
121614-37-7

1,5-bis-acetylamino-4,8-dihydroxy-anthraquinone

Conditions
ConditionsYield
With acetic acid
4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

5-chlorosulfonyl-2-hydroxybenzoic acid
17243-13-9

5-chlorosulfonyl-2-hydroxybenzoic acid

1,5-bis-(3-carboxy-4-hydroxy-benzenesulfonylamino)-4,8-dihydroxy-anthraquinone

1,5-bis-(3-carboxy-4-hydroxy-benzenesulfonylamino)-4,8-dihydroxy-anthraquinone

Conditions
ConditionsYield
With sodium acetate; nitrobenzene at 120℃;
4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

benzoyl chloride
98-88-4

benzoyl chloride

1,5-bis-benzoylamino-4,8-dihydroxy-anthraquinone
6370-58-7

1,5-bis-benzoylamino-4,8-dihydroxy-anthraquinone

Conditions
ConditionsYield
With nitrobenzene
4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

chloroacetyl chloride
79-04-9

chloroacetyl chloride

1,5-bis-(2-chloro-acetylamino)-4,8-dihydroxy-anthraquinone
121614-42-4

1,5-bis-(2-chloro-acetylamino)-4,8-dihydroxy-anthraquinone

Conditions
ConditionsYield
With nitrobenzene
4-heptylbenzoyl chloride
50606-96-7

4-heptylbenzoyl chloride

4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

1,5-bis-(4-n-heptylbenzoylamino)-4,8-dihydroxy-anthraquinone

1,5-bis-(4-n-heptylbenzoylamino)-4,8-dihydroxy-anthraquinone

Conditions
ConditionsYield
In chlorobenzene for 1h; Heating;
4-heptylbenzoyl chloride
50606-96-7

4-heptylbenzoyl chloride

4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

1,5-bis-(4-n-heptylbenzoylamino)-4,8-bis-(4-n-heptylbenzoyloxy)-anthraquinone

1,5-bis-(4-n-heptylbenzoylamino)-4,8-bis-(4-n-heptylbenzoyloxy)-anthraquinone

Conditions
ConditionsYield
In pyridine for 0.5h; Heating;
4-pentylbenzoyl chloride
49763-65-7

4-pentylbenzoyl chloride

4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

C38H38N2O6

C38H38N2O6

Conditions
ConditionsYield
With pyridine
4,8-diamino-1,5-dihydroxyanthraquinone
145-49-3

4,8-diamino-1,5-dihydroxyanthraquinone

1,5-dihydroxyanthraquinone
117-12-4

1,5-dihydroxyanthraquinone

Conditions
ConditionsYield
With sulfuric acid; N,N-dimethyl-formamide; sodium nitrite 1) water, 0 deg C, 2 h, 2) 65 deg C, 180 min; Yield given. Multistep reaction;

1,5-Diamino-4,8-dihydroxyanthraquinone Chemical Properties

Chemical Name: 1,5-Diamino-4,8-dihydroxyanthraquinone
IUPAC NAME: 1,5-Diamino-4,8-dihydroxyanthracene-9,10-dione
CAS No.: 145-49-3
EINECS: 205-655-8
RTECS: CB6480000
Molecular Formula: C14H10N2O4
Molecular Weight: 270.24 g/mol
Density: 1.683 g/cm3 
Flash Point: 346.6 °C
Boiling Point: 649.4 °C at 760 mmHg
Following is the structure of 1,5-Diamino-4,8-dihydroxyanthraquinone (145-49-3):


Product Categories about 1,5-Diamino-4,8-dihydroxyanthraquinone (145-49-3) are Intermediates of Dyes and Pigments ; Aminoanthraquinones ; Anthraquinones ; Hydroxyanthraquinones
The chemical synonymous of 1,5-Diamino-4,8-dihydroxyanthraquinone (145-49-3) are 1,5-Diamino-4,8-dihydroxy-10-anthracenedione ; 1,5-Diamino-4,8-dihydroxyanthrachinon ; 1,5-Diamino-4,8-dihydroxy-anthraquinon ; 1,5-Diamino-4,8-dihydroxyanthraquinone ; 1,5-Dihydroxy-4,8-diaminoanthrachinon ; 10-Anthracenedione,1,5-diamino-4,8-dihydroxy-9 ; 4,8-Diamino-1,5-dihydroxyanthraquinone ; 4,8-Diamino-anthrarufi

1,5-Diamino-4,8-dihydroxyanthraquinone Uses

The major use of 1,5-Diamino-4,8-dihydroxyanthraquinone (145-49-3) is as an intermediate for disperse dye,it also used for the synthesis of dyes.

1,5-Diamino-4,8-dihydroxyanthraquinone Toxicity Data With Reference

1.    

eye-rbt 20 mg/24H MOD

    28ZPAK    Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,103.
2.    

mmo-sat 50 µg/plate

    MUREAV    Mutation Research. 40 (1976),203.
3.    

mma-sat 50 µg/plate

    MUREAV    Mutation Research. 40 (1976),203.
4.    

ivn-mus LD50:56 mg/kg

    CSLNX*    U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#03923 .

1,5-Diamino-4,8-dihydroxyanthraquinone Consensus Reports

Reported in EPA TSCA Inventory.

1,5-Diamino-4,8-dihydroxyanthraquinone Safety Profile

Poison by intravenous route. An eye irritant. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
Risk Statements about 1,5-Diamino-4,8-dihydroxyanthraquinone (145-49-3):
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements about 1,5-Diamino-4,8-dihydroxyanthraquinone (145-49-3):
S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.

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