Product Name

  • Name

    1,5-Diaminoanthraquinone

  • EINECS 204-947-2
  • CAS No. 129-44-2
  • Article Data38
  • CAS DataBase
  • Density 1.456 g/cm3
  • Solubility Slightly soluble AUTOIGNITION
  • Melting Point > 300 C
  • Formula C14H10 N2 O2
  • Boiling Point
  • Molecular Weight 238.246
  • Flash Point 287.6 ºC
  • Transport Information 25kgs
  • Appearance yellow powder
  • Safety Moderately toxic by intraperitoneal route. Mutation data reported. An eye irritant. When heated to decomposition it emits toxic fumes of NOx.
  • Risk Codes R36/37/38   
  • Molecular Structure Molecular Structure of 129-44-2 (1,5-Diaminoanthraquinone)
  • Hazard Symbols
  • Synonyms Anthraquinone,1,5-diamino- (7CI,8CI); 1,5-Anthraquinonyldiamine;1,5-Diamino-9,10-anthraquinone; 1,5-Diaminoanthraquinone; NSC 507213; NSC63791; NSC 7213; Smoke Red F
  • PSA 86.18000
  • LogP 2.78880

Synthetic route

N,N-(anthraquinon-1,5-diyl)-bis(triphenylphosphazene)
85193-25-5

N,N-(anthraquinon-1,5-diyl)-bis(triphenylphosphazene)

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

Conditions
ConditionsYield
With sulfuric acid at 140℃; for 0.166667h;69%
1,5-Dichloroanthraquinone
82-46-2

1,5-Dichloroanthraquinone

A

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

B

1-amino-5-chloroanthracene-9,10-dione
117-11-3

1-amino-5-chloroanthracene-9,10-dione

Conditions
ConditionsYield
In ammonia; waterA 54%
B n/a
In ammonia; waterA 53%
B n/a
In ammonia; waterA 51.8%
B n/a
With ammonium hydroxide at 170℃;
decahydro-2-methylquinoline
20717-43-5

decahydro-2-methylquinoline

1.5-dinitroanthraquinone
82-35-9

1.5-dinitroanthraquinone

A

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

B

1-amino-5-nitroanthraquinone
6937-75-3

1-amino-5-nitroanthraquinone

C

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

1,5-bis-hydroxyamino-anthraquinone

...Expand
1.5-dinitroanthraquinone
82-35-9

1.5-dinitroanthraquinone

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

Conditions
ConditionsYield
With acid durch elektrolytische Reduktion;
With tin oxidepotash
With phenylhydrazine
1.5-dinitroanthraquinone
82-35-9

1.5-dinitroanthraquinone

A

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

B

1-amino-5-nitroanthraquinone
6937-75-3

1-amino-5-nitroanthraquinone

Conditions
ConditionsYield
With sodium disulfite at 120 - 180℃; unter Druck;
1,5-bis-(toluene-4-sulfonylamino)-anthraquinone
79285-23-7

1,5-bis-(toluene-4-sulfonylamino)-anthraquinone

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

Conditions
ConditionsYield
With sulfuric acid at 50 - 60℃;
sodium anthraquinone-1,5-disulphonate
853-35-0

sodium anthraquinone-1,5-disulphonate

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

Conditions
ConditionsYield
With 3-nitrobenzenesulfonic acid anion; ammonia at 175℃; unter Druck;
With ammonium hydroxide; barium(II) chloride at 180 - 186℃; im Autoklaven;
With 3-nitrobenzenesulfonic acid anion; ammonia at 175℃; unter Druck;
1,5-Dichloroanthraquinone
82-46-2

1,5-Dichloroanthraquinone

toluene-4-sulfonamide
70-55-3

toluene-4-sulfonamide

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

Conditions
ConditionsYield
With copper diacetate; potassium carbonate; 1,2-dichloro-benzene weiteres Reagens: Kupfer(I)-chlorid; Behandeln des Reaktionsprodukts mit Schwefelsaeure;
1,5-Dichloroanthraquinone
82-46-2

1,5-Dichloroanthraquinone

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 65 percent / Heating
2: 10percent aq. HCl / tetrahydrofuran
View Scheme
Multi-step reaction with 2 steps
1: potassium carbonate; copper acetate; nitrobenzene
2: concentrated sulfuric acid / 50 - 60 °C
View Scheme
With pyridine; aluminium trichloride at 250℃; Erwaermen des erhaltenen 1.5-Dipyridinio-anthrachinon-dichlorids mit Piperidin und Wasser;
With pyridine; aluminium trichloride at 250℃; Erwaermen des erhaltenen 1.5-Dipyridinio-anthrachinon-dichlorids mit Piperidin und Wasser;
1.5-dinitroanthraquinone
82-35-9

1.5-dinitroanthraquinone

phenylhydrazine
100-63-0

phenylhydrazine

A

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

B

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

1,5-bis-hydroxyamino-anthraquinone

...Expand
1.5-dinitroanthraquinone
82-35-9

1.5-dinitroanthraquinone

1,2,3,4-tetrahydro-2-methylquinoline
1780-19-4

1,2,3,4-tetrahydro-2-methylquinoline

A

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

B

1-amino-5-nitroanthraquinone
6937-75-3

1-amino-5-nitroanthraquinone

C

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

1,5-bis-hydroxyamino-anthraquinone

...Expand
1,5-diaminoanthrone
87120-49-8

1,5-diaminoanthrone

A

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

B

7-amino-8,10-dimethylthio-6H-anthra<9,1-cd>isothiazol-6-one
116935-08-1

7-amino-8,10-dimethylthio-6H-anthra<9,1-cd>isothiazol-6-one

C

7-amino-10-methylthio-6H-anthra<9,1-cd>isothiazol-6-one
116935-07-0

7-amino-10-methylthio-6H-anthra<9,1-cd>isothiazol-6-one

Conditions
ConditionsYield
With sodium hydroxide; sulfur; triethylamine; dimethyl sulfate 1) reflux 15 min DMFA; Multistep reaction. Title compound not separated from byproducts;
...Expand
1,5-diaminoanthrone
87120-49-8

1,5-diaminoanthrone

dimethyl sulfate
77-78-1

dimethyl sulfate

A

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

B

7-amino-8,10-dimethylthio-6H-anthra<9,1-cd>isothiazol-6-one
116935-08-1

7-amino-8,10-dimethylthio-6H-anthra<9,1-cd>isothiazol-6-one

C

7-amino-10-methylthio-6H-anthra<9,1-cd>isothiazol-6-one
116935-07-0

7-amino-10-methylthio-6H-anthra<9,1-cd>isothiazol-6-one

Conditions
ConditionsYield
With sodium hydroxide; sulfur; triethylamine 1) reflux 15 min DMFA; Multistep reaction. Title compound not separated from byproducts;
With sodium hydroxide; sulfur; triethylamine 1) reflux 15 min DMFA; Multistep reaction;
...Expand
1,5-Bis-(2,2-diethoxy-ethylamino)-anthraquinone

1,5-Bis-(2,2-diethoxy-ethylamino)-anthraquinone

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran
1.5-dinitroanthraquinone
82-35-9

1.5-dinitroanthraquinone

acid

acid

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

Conditions
ConditionsYield
elektrolytische Reduktion;
ammonium salt of/the/ 1-phenoxy-anthraquinone-sulfonic acid-(5)

ammonium salt of/the/ 1-phenoxy-anthraquinone-sulfonic acid-(5)

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

Conditions
ConditionsYield
With ammonium hydroxide at 180℃; unter Druck;
potassium salt of/the/ 5-nitro-anthraquinone-sulfonic acid-(1)

potassium salt of/the/ 5-nitro-anthraquinone-sulfonic acid-(1)

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

Conditions
ConditionsYield
With ammonia at 225℃; im Rohr;
potassium salt of/the/ anthraquinone-disulfonic acid-(1.5)

potassium salt of/the/ anthraquinone-disulfonic acid-(1.5)

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

Conditions
ConditionsYield
With ammonium hydroxide unter Druck;
salt of/the/ anthraquinone-disulfonic acid-(1.5)

salt of/the/ anthraquinone-disulfonic acid-(1.5)

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

Conditions
ConditionsYield
With ammonia
With ammonia
sodium-salt of 9.10-dioxo-9.10-dihydro-anthracene-disulfonic acid-(1.5)

sodium-salt of 9.10-dioxo-9.10-dihydro-anthracene-disulfonic acid-(1.5)

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

Conditions
ConditionsYield
With ammonium hydroxide; oxidizing agent; barium(II) chloride at 180℃;
1.5-dinitroanthraquinone
82-35-9

1.5-dinitroanthraquinone

water
7732-18-5

water

sodium sulfide

sodium sulfide

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

...Expand
1.5-dinitroanthraquinone
82-35-9

1.5-dinitroanthraquinone

tin oxidepotash

tin oxidepotash

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

ammonia
7664-41-7

ammonia

potassium 5-nitroanthraquinone-1-sulfonate
93804-31-0

potassium 5-nitroanthraquinone-1-sulfonate

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

Conditions
ConditionsYield
at 225℃;
1,5-bis-hydroxyamino-anthraquinone
60080-32-2

1,5-bis-hydroxyamino-anthraquinone

tin oxide/sodium carbonate

tin oxide/sodium carbonate

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

anthra<1,9-cd:5,10-c'd'>bis(isoxazole)
201-91-2

anthra<1,9-cd:5,10-c'd'>bis(isoxazole)

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 98 percent / xylene / 1.5 h / Heating
2: 69 percent / 85percent H2SO4 / 0.17 h / 140 °C
View Scheme
1-nitroanthraquinone
82-34-8

1-nitroanthraquinone

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: concentrated sulfuric acid; nitric acid
2: tin oxidepotash
View Scheme
9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: concentrated sulfuric acid; nitric acid
2: tin oxidepotash
View Scheme
Multi-step reaction with 2 steps
1: HNO3+H2SO4
2: sodium sulfide
View Scheme
Pd on active charcoal

Pd on active charcoal

1.5-dinitroanthraquinone
82-35-9

1.5-dinitroanthraquinone

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

Conditions
ConditionsYield
In methoxybenzene
C14H10N2O2*2ClH

C14H10N2O2*2ClH

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

Conditions
ConditionsYield
With ammonia neat (no solvent);
4,7-diisobutoxy-9-phenylcarbamoyl-[1,10]phenanthroline-2-carboxylic acid
877869-07-3

4,7-diisobutoxy-9-phenylcarbamoyl-[1,10]phenanthroline-2-carboxylic acid

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

C70H64N8O10
1181305-97-4

C70H64N8O10

Conditions
ConditionsYield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Reflux;98%
1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

9,10-anthraquinone 1,5-bis(diazonium hydrogensulfate)
81622-38-0

9,10-anthraquinone 1,5-bis(diazonium hydrogensulfate)

Conditions
ConditionsYield
With nitrosylsulfuric acid In sulfuric acid for 1h; under 25 deg C;96.7%
With nitrosylsulfuric acid; sulfuric acid for 1h; Ambient temperature;92%
Stage #1: 1,5-diaminoanthraquinone With sulfuric acid at 60℃; for 0.5h;
Stage #2: With nitrosylsulfuric acid; sulfuric acid In water at 20℃; for 1.66667h;		91%
9-{2-[(4,7-diisobutoxy-9-phenylcarbamoyl-[1,10]phenanthroline-2-carbonyl)-amino]-phenylcarbamoyl}-4,7-diisobutoxy-[1,10]phenanthroline-2-carboxylic acid
1005329-65-6

9-{2-[(4,7-diisobutoxy-9-phenylcarbamoyl-[1,10]phenanthroline-2-carbonyl)-amino]-phenylcarbamoyl}-4,7-diisobutoxy-[1,10]phenanthroline-2-carboxylic acid

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

C126H120N16O18

C126H120N16O18

Conditions
ConditionsYield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Reflux;96%
pyrrolidinedithiocarbamate
25769-03-3

pyrrolidinedithiocarbamate

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

9,10-dihydro-9,10-dioxoanthracen-1,5-diyl bis(pyrrolidin-1-carbodithioate)

9,10-dihydro-9,10-dioxoanthracen-1,5-diyl bis(pyrrolidin-1-carbodithioate)

Conditions
ConditionsYield
Stage #1: 1,5-diaminoanthraquinone With sulfuric acid; sodium nitrite
Stage #2: pyrrolidinedithiocarbamate In water at 5 - 10℃; for 0.5h;		96%
piperidine-1-carbodithioic acid
98-99-7

piperidine-1-carbodithioic acid

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

9,10-dihydro-9,10-dioxoanthracen-1,5-diyl bis(piperidin-1-carbodithioate)

9,10-dihydro-9,10-dioxoanthracen-1,5-diyl bis(piperidin-1-carbodithioate)

Conditions
ConditionsYield
Stage #1: 1,5-diaminoanthraquinone With sulfuric acid; sodium nitrite
Stage #2: piperidine-1-carbodithioic acid In water at 5 - 10℃; for 0.5h;		95%
1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

1,5-diamino-2,4,6,8-tetrabromoanthracene-9,10-dione
81-56-1

1,5-diamino-2,4,6,8-tetrabromoanthracene-9,10-dione

Conditions
ConditionsYield
With bromine at 50 - 60℃; Bio-ionic liquid;94%
With hydrogen bromide; 3-chloro-benzenecarboperoxoic acid In methanol at 30 - 32℃; for 0.166667h; Reagent/catalyst;90%
With 1,9-diperoxynonanedioic acid; acetic acid; potassium bromide at 30 - 32℃; for 3h;80%
1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

N-(2,6-diisopropylphenyl)-1,6-bis(4-(1,1,3,3-tetramethylbutyl)phenoxy)-9-bromoperylene-3,4-dicarboximide

N-(2,6-diisopropylphenyl)-1,6-bis(4-(1,1,3,3-tetramethylbutyl)phenoxy)-9-bromoperylene-3,4-dicarboximide

N,N'-bis[9-(N-(2,6-diisopropylphenyl)-1,6-bis(4-tert-octylphenoxy)perylene-3,4-dicarboximide)yl]-1,5-diaminoanthraquinone

N,N'-bis[9-(N-(2,6-diisopropylphenyl)-1,6-bis(4-tert-octylphenoxy)perylene-3,4-dicarboximide)yl]-1,5-diaminoanthraquinone

Conditions
ConditionsYield
With 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; tris(dibenzylideneacetone)dipalladium (0) In toluene at 80℃; for 16h;94%
1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

chloroacetyl chloride
79-04-9

chloroacetyl chloride

1,5-Bis(chloracetylamino)-9,10-anthracendion
43182-25-8

1,5-Bis(chloracetylamino)-9,10-anthracendion

Conditions
ConditionsYield
With pyridine In N,N-dimethyl-formamide at 20℃; for 24h;93%
With pyridine In nitrobenzene for 3h; Heating;89%
With pyridine at 20℃; for 24h;80%
With N-ethyl-N,N-diisopropylamine; pyridine at 20℃; Cooling; Inert atmosphere; Darkness;80%
1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

6-bromo-2-(2,6-diisopropylphenyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione
187536-93-2

6-bromo-2-(2,6-diisopropylphenyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione

N,N'-bis[4-(N-(2,6-diisopropylphenyl)naphthalene-1,8-dicarboximide)yl]-1,5-diaminoanthraquinone

N,N'-bis[4-(N-(2,6-diisopropylphenyl)naphthalene-1,8-dicarboximide)yl]-1,5-diaminoanthraquinone

Conditions
ConditionsYield
With 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; tris(dibenzylideneacetone)dipalladium (0) In toluene at 80℃; for 16h;92%
2-thienylacetic acid chloride
39098-97-0

2-thienylacetic acid chloride

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

C26H18N2O4S2
1616115-66-2

C26H18N2O4S2

Conditions
ConditionsYield
In tetrahydrofuran Inert atmosphere; Reflux;92%
In tetrahydrofuran Reflux;92%
2-thienylacetic acid chloride
39098-97-0

2-thienylacetic acid chloride

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

C26H18N2O4S2

C26H18N2O4S2

Conditions
ConditionsYield
In tetrahydrofuran Inert atmosphere; Reflux;92%
1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

1,5-diiodoanthracene-9,10-dione
3311-73-7

1,5-diiodoanthracene-9,10-dione

Conditions
ConditionsYield
Stage #1: 1,5-diaminoanthraquinone With sulfuric acid; sodium nitrite In water at -20℃; for 0.5h;
Stage #2: With potassium iodide In water at -20 - 80℃; for 5h;		90%
Stage #1: 1,5-diaminoanthraquinone With sulfuric acid; sodium nitrite for 3h;
Stage #2: With potassium iodide In water for 3h; Further stages.;		82%
Stage #1: 1,5-diaminoanthraquinone With sulfuric acid for 0.166667h; Inert atmosphere;
Stage #2: With sodium nitrite In water at 0℃; for 3.5h; Inert atmosphere;
Stage #3: With potassium iodide In water for 6h; Inert atmosphere;		40%
Stage #1: 1,5-diaminoanthraquinone With sulfuric acid; sodium nitrite at 0℃; for 3h; Inert atmosphere; Schlenk technique;
Stage #2: With potassium iodide at 20℃; for 6h; Inert atmosphere; Schlenk technique;		37%
Stage #1: 1,5-diaminoanthraquinone With sulfuric acid; sodium nitrite In water at 15℃; for 0.5h;
Stage #2: With potassium iodide In water at 20 - 80℃; for 5h;		33%
1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

4-Chlorobutanoyl chloride
4635-59-0

4-Chlorobutanoyl chloride

1,5-bis(4-chlorobutyramido)anthraquinone

1,5-bis(4-chlorobutyramido)anthraquinone

Conditions
ConditionsYield
With pyridine In N,N-dimethyl-formamide at 20℃; for 24h;90%
1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

Chloroacetic anhydride
541-88-8

Chloroacetic anhydride

1,5-Bis(chloracetylamino)-9,10-anthracendion
43182-25-8

1,5-Bis(chloracetylamino)-9,10-anthracendion

Conditions
ConditionsYield
With pyridine In nitrobenzene for 3h; Heating;89%
9-{2-[(9-{2-[(4,7-diisobutoxy-9-phenylcarbamoyl-[1,10]phenanthroline-2-carbonyl)-amino]-phenylcarbamoyl}-4,7-diisobutoxy-[1,10]phenanthroline-2-carbonyl)-amino]-phenylcarbamoyl}-4,7-diisobutoxy-[1,10]phenanthroline-2-carboxylic acid

9-{2-[(9-{2-[(4,7-diisobutoxy-9-phenylcarbamoyl-[1,10]phenanthroline-2-carbonyl)-amino]-phenylcarbamoyl}-4,7-diisobutoxy-[1,10]phenanthroline-2-carbonyl)-amino]-phenylcarbamoyl}-4,7-diisobutoxy-[1,10]phenanthroline-2-carboxylic acid

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

C182H176N24O26

C182H176N24O26

Conditions
ConditionsYield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Reflux;89%
1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

acetaldehyde
75-07-0

acetaldehyde

N,N'-bis(1-methyl-2-formylethyl)-1,5-diaminoanthraquinone
89734-96-3

N,N'-bis(1-methyl-2-formylethyl)-1,5-diaminoanthraquinone

Conditions
ConditionsYield
With oxalic acid at 20℃; for 3h;88%
1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

1,5-dibromo-9,10-anthraquinone
602-77-7

1,5-dibromo-9,10-anthraquinone

Conditions
ConditionsYield
With tert.-butylnitrite; copper(ll) bromide In acetonitrile at 65℃; for 2.5h;88%
With tert.-butylnitrite; copper(I) bromide In acetonitrile for 1h; Sandmeyer Reaction; Reflux;87%
With tert.-butylnitrite; copper(ll) bromide In acetonitrile at 65℃; for 5h;84%
1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

anthracene-1,5-diamine
79015-49-9

anthracene-1,5-diamine

Conditions
ConditionsYield
With sodium hydroxide In water Clemmensen Reduction; Reflux;87%
With sodium tetrahydroborate In isopropyl alcohol at 80℃; for 14h;87%
With zinc In sodium hydroxide at 90℃; for 60h;68%
With sodium tetrahydroborate In isopropyl alcohol at 80℃; for 14h; Inert atmosphere;41%
morpholine-4-carbodithioic acid
3581-30-4

morpholine-4-carbodithioic acid

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

9,10-dihydro-9,10-dioxoanthracen-1,5-diyl bis(morpholin-4-carbodithioate)

9,10-dihydro-9,10-dioxoanthracen-1,5-diyl bis(morpholin-4-carbodithioate)

Conditions
ConditionsYield
Stage #1: 1,5-diaminoanthraquinone With sulfuric acid; sodium nitrite
Stage #2: morpholine-4-carbodithioic acid In water at 5 - 10℃; for 0.5h;		87%
1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

phenylacetyl chloride
103-80-0

phenylacetyl chloride

C30H22N2O4

C30H22N2O4

Conditions
ConditionsYield
In tetrahydrofuran Reflux;85%
Diethyldithiocarbamic acid
147-84-2

Diethyldithiocarbamic acid

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

9,10-dihydro-9,10-dioxoanthracen-1,5-diyl bis(diethylcarbamodithioate)

9,10-dihydro-9,10-dioxoanthracen-1,5-diyl bis(diethylcarbamodithioate)

Conditions
ConditionsYield
Stage #1: 1,5-diaminoanthraquinone With sulfuric acid; sodium nitrite
Stage #2: Diethyldithiocarbamic acid In water at 5 - 10℃; for 0.5h;		85%
4-cyanoacetylmorpholine
15029-32-0

4-cyanoacetylmorpholine

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

1,7-dicyano-2,8-dimorpholino-3,9-diazaperylene
90904-51-1

1,7-dicyano-2,8-dimorpholino-3,9-diazaperylene

Conditions
ConditionsYield
With trichlorophosphate In 1,4-dioxane at 75 - 80℃; for 4h;84%
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%
1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

C14H8Cl8N2O2P2
129973-17-7

C14H8Cl8N2O2P2

Conditions
ConditionsYield
With phosphorus pentachloride In benzene for 1.5h; Heating;82%
cis,trans-2,5-dimethoxytetrahydrofuran
696-59-3

cis,trans-2,5-dimethoxytetrahydrofuran

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

1,5-di(1H-pyrrol-1-yl)anthracene-9,10-dione

1,5-di(1H-pyrrol-1-yl)anthracene-9,10-dione

Conditions
ConditionsYield
With iodine In water; N,N-dimethyl-formamide at 120℃; for 3h; Clauson-Kaas Synthesis;78%
With water; iodine In N,N-dimethyl-formamide at 120℃; for 3h; Clauson-Kaas Synthesis;78%
1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

N,N-diethylaniline
91-66-7

N,N-diethylaniline

1,5-bis((E)-(4-(diethylamino)phenyl)diazenyl)anthracene-9,10-dione

1,5-bis((E)-(4-(diethylamino)phenyl)diazenyl)anthracene-9,10-dione

Conditions
ConditionsYield
Stage #1: 1,5-diaminoanthraquinone With hydrogenchloride; sodium nitrite In water at 0 - 2℃; for 1.75h;
Stage #2: N,N-diethylaniline In ethanol; water at 0 - 5℃; for 4h;		77.3%
Cyclopentanecarboxylic acid chloride
4524-93-0

Cyclopentanecarboxylic acid chloride

1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

C26H26N2O4

C26H26N2O4

Conditions
ConditionsYield
With pyridine In N,N-dimethyl-formamide at 20℃; for 24h;77%
1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

4-isobutoxy-8-nitro-2-quinolinecarboxylic acid chloride
754216-33-6

4-isobutoxy-8-nitro-2-quinolinecarboxylic acid chloride

C42H34N6O10

C42H34N6O10

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In toluene at 70℃; for 2h;76%
1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

(1SR,2SR)-2-phenylcyclopropanecarbonyl chloride
939-87-7, 5685-36-9, 37107-48-5, 42916-08-5, 42916-12-1, 42916-13-2, 62624-90-2, 78738-39-3

(1SR,2SR)-2-phenylcyclopropanecarbonyl chloride

1,5-bis(trans-2-phenyl-1-cyclopropanylcarbonylamino)anthraquinone

1,5-bis(trans-2-phenyl-1-cyclopropanylcarbonylamino)anthraquinone

Conditions
ConditionsYield
With pyridine In N,N-dimethyl-formamide at 20℃; for 24h;75%
1,5-diaminoanthraquinone
129-44-2

1,5-diaminoanthraquinone

cyclopropanecarboxylic acid chloride
4023-34-1

cyclopropanecarboxylic acid chloride

C22H18N2O4

C22H18N2O4

Conditions
ConditionsYield
With pyridine In N,N-dimethyl-formamide at 20℃; for 24h;75%

1,5-Diaminoanthraquinone Chemical Properties

Chemical Name: 1,5-Diaminoanthraquinone
IUPAC NAME: 1,5-Diaminoanthracene-9,10-dione
CAS No.: 129-44-2
EINECS: 204-947-2
RTECS: CB6400000
Molecular Formula: C14H10N2O2
Molecular Weight: 238.24 g/mol
Melting Point: >300 °C(lit.)
Density: 1.456 g/cm3
Flash Point: 287.6 °C
Boiling Point: 551.9 °C at 760 mmHg
Following is the structure of 1,5-Diaminoanthraquinone (CAS No.129-44-2):


Product Categories about 1,5-Diaminoanthraquinone (CAS No.129-44-2) are Intermediates of Dyes and Pigments ; Aminoanthraquinones ; Anthraquinones ; C13 to C14 ; Carbonyl Compounds ; Ketones
The chemical synonymous of 1,5-Diaminoanthraquinone (CAS No.129-44-2) are 1,5-Diamino-10-Anthracenedione ; 1,5-Diamino-9,10-Anthraquinone ; 1,5-Diaminoanthrachinon ; 1,5-Diamino-Anthraquinon ; 10-Anthracenedione,1,5-Diamino-9 ; 9,10-Anthracenedione,1,5-Diamino- ; Smokeredf ; 1,5-Diaminoanthraquinone

1,5-Diaminoanthraquinone Uses

1,5-Diaminoanthraquinone (CAS No.129-44-2) is used as dye intermediates.

1,5-Diaminoanthraquinone Toxicity Data With Reference

1.    

eye-rbt 500 mg/24H MLD

     28ZPAK    Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,122.
2.    

mma-sat 500 µg/plate

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

ipr-rat LD50:1300 mg/kg

     GTPZAB    Gigiena Truda i Professionalnye Zabolevaniia. Labor Hygiene and Occupational Diseases. 21 (12)(1977),27.

1,5-Diaminoanthraquinone Consensus Reports

Reported in EPA TSCA Inventory.

1,5-Diaminoanthraquinone Safety Profile

Moderately toxic by intraperitoneal route. Mutation data reported. An eye irritant. When heated to decomposition it emits toxic fumes of NOx.
Hazard Codes: IrritantXi
Risk Statements about 1,5-Diaminoanthraquinone (CAS No.129-44-2):
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements about 1,5-Diaminoanthraquinone (CAS No.129-44-2):
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S37/39:Wear suitable gloves and eye/face protection.

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