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82-45-1 Usage

Synthesis

Anthraquinone is sulfonated with nicotinic sulfuric acid in the presence of a small amount of mercury salt to generate anthraquinone-1-sulfonic acid, which is then neutralized with potassium hydroxide to form anthraquinone sulfonic acid potassium salt. Under high temperature and high pressure, ammonia and anthraquinone sulfonic acid potassium The salt action generates 1-aminoanthraquinone, and the generated sulfite reacts with the product again and the quality of the product decreases. Therefore, nitrobenzene sulfonate is usually used as an oxidant to oxidize sulfite to sulfate, which itself is reduced to m-aminobenzenesulfonic acid.

Description

Anthraquinone dyes are the second largest class of dyes after azo dyes, and 1-aminoanthraquinone is an important intermediate for the synthesis of anthraquinone dyes. It is the main raw materials of amino acid and pyrazole anthraquinone occupy an extremely important position in the dye industry.

Chemical Properties

deep brown crystalline powder

Uses

Different sources of media describe the Uses of 82-45-1 differently. You can refer to the following data:
1. 1-Aminoanthraquinone is the most important intermediate for manufacturing acid, reactive, disperse, and vat dyes.
2. In the manufacturing of dyes and pharmaceuticals

Biochem/physiol Actions

1-Aminoanthraquinone has the ability to increase the solubility of derivatives of anthraquinone in supercritical carbon dioxide.

Safety Profile

Moderately toxic by intraperitoneal route. An eye irritant. Questionable carcinogen with experimental tumorigenic data. Mutation data reported. When heated to decomposition it emits toxic NO,. See also AMINES

Check Digit Verification of cas no

The CAS Registry Mumber 82-45-1 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 8 and 2 respectively; the second part has 2 digits, 4 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 82-45:
(4*8)+(3*2)+(2*4)+(1*5)=51
51 % 10 = 1
So 82-45-1 is a valid CAS Registry Number.
InChI:InChI=1/C14H9NO2/c15-11-7-3-6-10-12(11)14(17)9-5-2-1-4-8(9)13(10)16/h1-7H,15H2

82-45-1 Well-known Company Product Price

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  • Alfa Aesar

  • (B22901)  1-Aminoanthraquinone, 97%   

  • 82-45-1

  • 25g

  • 246.0CNY

  • Detail
  • Alfa Aesar

  • (B22901)  1-Aminoanthraquinone, 97%   

  • 82-45-1

  • 100g

  • 265.0CNY

  • Detail
  • Alfa Aesar

  • (B22901)  1-Aminoanthraquinone, 97%   

  • 82-45-1

  • 500g

  • 962.0CNY

  • Detail

82-45-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-Aminoanthraquinone

1.2 Other means of identification

Product number -
Other names 1-Amino anthraquinone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:82-45-1 SDS

82-45-1Synthetic route

1-nitroanthraquinone
82-34-8

1-nitroanthraquinone

1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

Conditions
ConditionsYield
With sodium hydrogensulfide99.3%
With sodium sulfide; water; sulfur at 90 - 105℃; for 6h; Temperature;98.9%
With hydrogen In water at 45 - 95℃; under 4500.45 - 6000.6 Torr; Catalytic behavior; Temperature; Autoclave; Alkaline conditions; Industrial scale;97.2%
acetic acid
64-19-7

acetic acid

3-(anthraquinon-1-yl)-1-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)triazene

3-(anthraquinon-1-yl)-1-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)triazene

A

1,2,3,4-tetra-O-acetyl-D-xylopyranose
62446-93-9

1,2,3,4-tetra-O-acetyl-D-xylopyranose

B

1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

Conditions
ConditionsYield
for 1h; Product distribution; acetolysis; Heating;A 94%
B 99%
1-(benzylamino)-9,10-anthraquinone
5960-64-5

1-(benzylamino)-9,10-anthraquinone

A

1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

B

1-benzylidene-2-(2,4-dinitrophenyl)hydrazone
1157-84-2

1-benzylidene-2-(2,4-dinitrophenyl)hydrazone

Conditions
ConditionsYield
With sulfuric acid at 100℃; for 0.666667h;A 98%
B n/a
1-(benzylamino)-9,10-anthraquinone
5960-64-5

1-(benzylamino)-9,10-anthraquinone

(2,4-dinitro-phenyl)-hydrazine
119-26-6

(2,4-dinitro-phenyl)-hydrazine

A

1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

B

1-benzylidene-2-(2,4-dinitrophenyl)hydrazone
1157-84-2

1-benzylidene-2-(2,4-dinitrophenyl)hydrazone

Conditions
ConditionsYield
With sulfuric acid 1) 100 deg C, 40 min, 2) benzene, ethanol; Multistep reaction;A 98%
B n/a
concentrated sodium hydroxide

concentrated sodium hydroxide

1-(acetylamino)anthraquinone
3274-19-9

1-(acetylamino)anthraquinone

1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

Conditions
ConditionsYield
In water98%
In ethanol95.2%
In methanol95%
6H-anthra<1,9-cd>isoxazol-6-one
70730-89-1

6H-anthra<1,9-cd>isoxazol-6-one

1-pentanamine
110-58-7

1-pentanamine

A

1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

B

3-amylaminoanthra<1,9-c,d>isoxazol-6-one
70730-79-9

3-amylaminoanthra<1,9-c,d>isoxazol-6-one

C

5-amylaminoanthra<1,9-c,d>isoxazol-6-one
70730-73-3

5-amylaminoanthra<1,9-c,d>isoxazol-6-one

Conditions
ConditionsYield
With air In acetonitrile for 3.5h; Product distribution; other reagent, other solvent, other time;A n/a
B 96%
C n/a
1-hydroxyanthraquinone
129-43-1

1-hydroxyanthraquinone

Chloroacetamide
79-07-2

Chloroacetamide

1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 90 - 150℃; for 25h;87%
1-azidoanthracene-9,10-dione
42013-62-7

1-azidoanthracene-9,10-dione

1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

Conditions
ConditionsYield
With methanol; sodium sulfide for 0.0166667h;85%
Multi-step reaction with 2 steps
1: 79.7 percent / toluene / 0.17 h / 70 °C
2: 73 percent / 90percent H2SO4 / 1 h / 40 °C
View Scheme
1-nitroanthraquinone
82-34-8

1-nitroanthraquinone

3-methyl-5-aminopyrazole
31230-17-8

3-methyl-5-aminopyrazole

A

1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

B

2-methyl-8H-pyrazolo<5,1-b>benzoperimidin-8-one
137267-17-5

2-methyl-8H-pyrazolo<5,1-b>benzoperimidin-8-one

Conditions
ConditionsYield
With potassium carbonate In sulfolane at 150℃; for 9h;A 13%
B 77%
9,9-di(cyclohexylamino)-1-cyclohexylaminohydroxyphosphorylamino-10-anthrone
212834-58-7

9,9-di(cyclohexylamino)-1-cyclohexylaminohydroxyphosphorylamino-10-anthrone

1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

Conditions
ConditionsYield
With sulfuric acid for 0.25h; Hydrolysis;76%
1-nitro-2-methylanthraquinone
129-15-7

1-nitro-2-methylanthraquinone

1-aminoanthraquinone-2-carboxylic acid
82-24-6

1-aminoanthraquinone-2-carboxylic acid

1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

Conditions
ConditionsYield
With sodium hydroxide; sodium dithionite In water74%
dimethyl N-(anthraquinon-1-yl)phosphoramidate
85193-29-9

dimethyl N-(anthraquinon-1-yl)phosphoramidate

1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

Conditions
ConditionsYield
With sulfuric acid at 40℃; for 1h;73%
1-nitroanthraquinone
82-34-8

1-nitroanthraquinone

A

1-hydroxyanthraquinone
129-43-1

1-hydroxyanthraquinone

B

1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

C

disperse orange 11
82-28-0

disperse orange 11

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 8h; Heating;A 70%
B 20%
C 10%
1-nitroanthraquinone
82-34-8

1-nitroanthraquinone

hexamethylenetetramine
100-97-0

hexamethylenetetramine

A

1-hydroxyanthraquinone
129-43-1

1-hydroxyanthraquinone

B

1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

C

disperse orange 11
82-28-0

disperse orange 11

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 8h; Heating;A 70%
B 20%
C 10%
6H-anthra<1,9-cd>isoxazol-6-one
70730-89-1

6H-anthra<1,9-cd>isoxazol-6-one

methoxybenzene
100-66-3

methoxybenzene

A

1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

B

1-amino-4-(4-methoxyphenyl)-9,10-anthraquinone
111334-90-8

1-amino-4-(4-methoxyphenyl)-9,10-anthraquinone

Conditions
ConditionsYield
With aluminium trichloride for 2.5h; Ambient temperature; Yields of byproduct given;A n/a
B 69%
6H-anthra<1,9-cd>isoxazol-6-one
70730-89-1

6H-anthra<1,9-cd>isoxazol-6-one

A

1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

B

1-amino-4-(4-methoxyphenyl)-9,10-anthraquinone
111334-90-8

1-amino-4-(4-methoxyphenyl)-9,10-anthraquinone

Conditions
ConditionsYield
With aluminium trichloride; methoxybenzene for 2.5h; Ambient temperature; Yield given;A n/a
B 69%
dipropyl sulfoxide
4253-91-2

dipropyl sulfoxide

6H-anthra<1,9-cd>isoxazol-6-one
70730-89-1

6H-anthra<1,9-cd>isoxazol-6-one

A

N-(9,10-dioxo-9,10-dihydroanthracen-1-yl)-S,S-dipropylsulfoximide
1422983-38-7

N-(9,10-dioxo-9,10-dihydroanthracen-1-yl)-S,S-dipropylsulfoximide

B

1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

Conditions
ConditionsYield
In sulfolane at 130℃; for 3.5h;A 68%
B n/a
diethyl sulphide
70-29-1

diethyl sulphide

6H-anthra<1,9-cd>isoxazol-6-one
70730-89-1

6H-anthra<1,9-cd>isoxazol-6-one

A

N-(9,10-dioxo-9,10-dihydroanthracen-1-yl)-S,S-diethylsulfoximide
1192656-58-8

N-(9,10-dioxo-9,10-dihydroanthracen-1-yl)-S,S-diethylsulfoximide

B

1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

Conditions
ConditionsYield
In sulfolane at 130℃; for 3h;A 67%
B n/a
6H-anthra<1,9-cd>isoxazol-6-one
70730-89-1

6H-anthra<1,9-cd>isoxazol-6-one

Methyl p-tolyl sulfoxide
934-72-5

Methyl p-tolyl sulfoxide

A

N-(9,10-dioxo-9,10-dihydroanthracen-1-yl)-S-methyl-S-(4-methylphenyl)sulfoximide
1192657-22-9

N-(9,10-dioxo-9,10-dihydroanthracen-1-yl)-S-methyl-S-(4-methylphenyl)sulfoximide

B

1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

Conditions
ConditionsYield
Stage #1: 6H-anthra<1,9-cd>isoxazol-6-one; Methyl p-tolyl sulfoxide In sulfolane at 130℃; for 1.5h;
Stage #2: With nitrosylsulfuric acid; acetic acid In sulfolane at 18 - 20℃;
A 66%
B n/a
6H-anthra<1,9-cd>isoxazol-6-one
70730-89-1

6H-anthra<1,9-cd>isoxazol-6-one

diethylamine
109-89-7

diethylamine

A

1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

B

3-diethylaminoanthra<1,9-c,d>isoxazol-6-one
83206-53-5

3-diethylaminoanthra<1,9-c,d>isoxazol-6-one

C

5-diethylaminonaphtho<2,3-g>indole-6,11-dione
83206-57-9

5-diethylaminonaphtho<2,3-g>indole-6,11-dione

Conditions
ConditionsYield
With potassium nitrate In water; acetonitrile at 15 - 20℃; for 6h; Yields of byproduct given;A n/a
B n/a
C 60%
With potassium nitrate In water at 15 - 20℃; for 10h; Product distribution; other reagent, other solvent, other time;
With potassium nitrate In water; acetonitrile at 15 - 20℃; for 8h; Yield given. Yields of byproduct given;
With potassium nitrate In water; acetonitrile at 15 - 20℃; for 10h; Product distribution; other reagent, other solvent, other time;
piperidine
110-89-4

piperidine

6H-anthra<1,9-cd>isoxazol-6-one
70730-89-1

6H-anthra<1,9-cd>isoxazol-6-one

A

1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

B

5-piperidinoanthra<1,9-c,d>isoxazol-6-one
83206-65-9

5-piperidinoanthra<1,9-c,d>isoxazol-6-one

C

3-piperidinoanthra<1,9-c,d>isoxazol-6-one
75753-46-7

3-piperidinoanthra<1,9-c,d>isoxazol-6-one

Conditions
ConditionsYield
With potassium nitrate In water; acetonitrile at 15 - 20℃; for 25h; Product distribution; other reagent, other solvent, other time;A n/a
B n/a
C 95%
1-(9,10-dioxo-9,10-dihydroanthracen-1-ylamino)-1-oxo-3-phenylpropan-2-yl acetate

1-(9,10-dioxo-9,10-dihydroanthracen-1-ylamino)-1-oxo-3-phenylpropan-2-yl acetate

A

phenyllactic acid
828-01-3

phenyllactic acid

B

1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

Conditions
ConditionsYield
With sodium hydroxide In methanol for 0.166667h; Reflux;A 87%
B 95%
1-(benzylamino)-9,10-anthraquinone
5960-64-5

1-(benzylamino)-9,10-anthraquinone

1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

Conditions
ConditionsYield
With aluminium trichloride In benzene for 0.5h; Heating;94%
1,8-dinitroanthroquinone

1,8-dinitroanthroquinone

1-nitroanthraquinone
82-34-8

1-nitroanthraquinone

1.5-dinitroanthraquinone
82-35-9

1.5-dinitroanthraquinone

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

Conditions
ConditionsYield
With sodium hydroxide; palladium-carbon In methanol; nitrogen; hydrogen93%
1-amino-9,10-dihydroxy-9,10-dihydroanthracene

1-amino-9,10-dihydroxy-9,10-dihydroanthracene

1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

Conditions
ConditionsYield
In neat (no solvent) at 20℃; for 0.0666667h; Microwave irradiation;92%
2-[(9,10-dioxo-9,10-dihydroanthracen-1-ylamino)methylene]malonic acid diethyl ester
110605-50-0

2-[(9,10-dioxo-9,10-dihydroanthracen-1-ylamino)methylene]malonic acid diethyl ester

1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

Conditions
ConditionsYield
With ethylenediamine In ethanol at 20℃; for 6h;90%
1-hydroxyanthraquinone
129-43-1

1-hydroxyanthraquinone

1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

Conditions
ConditionsYield
With potassium carbonate; potassium iodide; Chloroacetamide In N,N-dimethyl-formamide at 90 - 150℃; for 25h;87%
With potassium carbonate; potassium iodide; Chloroacetamide In N,N-dimethyl-formamide at 90℃; for 24h;
With potassium carbonate; potassium iodide; Chloroacetamide In N,N-dimethyl-formamide at 90℃; for 24h;
1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

1-amino-2, 4-dibromoanthraquinone
81-49-2

1-amino-2, 4-dibromoanthraquinone

Conditions
ConditionsYield
With bromine; acetic acid at 40 - 100℃; for 24h;100%
With bromine; acetic acid at 20℃;98%
With bromine In methanol at 50 - 60℃; Large scale;98%
1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

sodium 1-amino-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
24429-49-0

sodium 1-amino-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate

Conditions
ConditionsYield
With sodium sulfite In pyridine; water at 22℃; for 6h; Product distribution; Irradiation; yield with different additives;100%
With sodium sulfite In pyridine; water at 51 - 53℃; for 6h; Irradiation;100%
With chlorosulfonic acid In nitrobenzene at 130℃; for 3h;96%
With chlorosulfonic acid In nitrobenzene at 85 - 130℃; for 1.66667h;87%
Multi-step reaction with 2 steps
1: Na2S nonahydrate / H2O; pyridine / 6 h / 22 °C / Irradiation
2: hydrogen peroxide
View Scheme
1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

1-(9,10-antraquinone)diazonium nitrate

1-(9,10-antraquinone)diazonium nitrate

Conditions
ConditionsYield
With Nitrogen dioxide at 20℃; under 525.053 Torr; for 3h;100%
tetrabutylammomium bromide
1643-19-2

tetrabutylammomium bromide

1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

dimethyl sulfate
77-78-1

dimethyl sulfate

1-(methylamino)anthraquinone
82-38-2

1-(methylamino)anthraquinone

Conditions
ConditionsYield
With potassium hydroxide; acetic acid In water; nitrobenzene99.5%
1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

N-(9,10-dioxo-9,10-dihydroanthracen-1-yl)-4-methylbenzenesulfonamide
55868-85-4

N-(9,10-dioxo-9,10-dihydroanthracen-1-yl)-4-methylbenzenesulfonamide

Conditions
ConditionsYield
With pyridine for 5h; Heating;99%
With pyridine
1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

2H-dibenzo[cd,g]indazol-6-one
129-56-6

2H-dibenzo[cd,g]indazol-6-one

Conditions
ConditionsYield
Stage #1: 1-amino-9,10-anthracenedione With sulfuric acid; sodium nitrite In water at 45℃; for 8h;
Stage #2: With sodium metabisulfite; sodium hydroxide In water at 10 - 90℃; for 17h; pH=12.5 - 12.8; Temperature; pH-value; Time;
99%
Multi-step reaction with 2 steps
1: 1) NaNO2, conc. H2SO4; 2) sodium acetate / 1) 12 - 15 deg C, 4 h; 2) water, 0 - 3 deg C, 24 h
2: 85 percent / 37percent hydrochloric acid / acetic acid / 60 h / Heating
View Scheme
methylene chloride
74-87-3

methylene chloride

1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

1-(methylamino)anthraquinone
82-38-2

1-(methylamino)anthraquinone

Conditions
ConditionsYield
With ammonium nitrate In aq. phosphate buffer at 50℃; for 5h; Reagent/catalyst; Solvent;98.2%
1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

1-aminoanthraquinone-2-sulfonic acid
83-62-5

1-aminoanthraquinone-2-sulfonic acid

Conditions
ConditionsYield
Stage #1: 1-amino-9,10-anthracenedione With copper(II) sulfate In 1,2-dichloro-ethane Large scale;
Stage #2: With chlorosulfonic acid at 83 - 85℃; for 3h; Time; Large scale;
98%
With sulfuric acid anschliessendes Erhitzen mit Chloroschwefelsaeure auf 110grad;
With chlorosulfonic acid In nitrobenzene at 115 - 120℃;
1-piperidin-1-yl-ethanone
618-42-8

1-piperidin-1-yl-ethanone

1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

1-[1-Piperidin-1-yl-eth-(E)-ylideneamino]-anthraquinone
90904-46-4

1-[1-Piperidin-1-yl-eth-(E)-ylideneamino]-anthraquinone

Conditions
ConditionsYield
With trichlorophosphate In 1,4-dioxane at 60 - 65℃; for 3h;98%
1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

benzoic acid
65-85-0

benzoic acid

N-(9,10-dioxo-9,10-dihydro-[1]anthryl)-benzamide
3571-23-1

N-(9,10-dioxo-9,10-dihydro-[1]anthryl)-benzamide

Conditions
ConditionsYield
With tetrabutoxytitanium In various solvent(s) at 213℃; for 23h;98%
1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

1-dichlorophosphorylamino-9,9-dichloro-10-anthrone
129973-12-2

1-dichlorophosphorylamino-9,9-dichloro-10-anthrone

Conditions
ConditionsYield
With phosphorus pentachloride In benzene for 0.5h; Mechanism; Heating; other 9,10-anthraquinone, other phosphoranes;98%
With phosphorus pentachloride In benzene for 0.5h; Heating;98%
With phosphorus pentachloride In benzene for 0.5h; Substitution; Heating;78%
With phosphorus pentachloride
1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

4-methoxy-phenyl-sulphonyl chloride
98-68-0

4-methoxy-phenyl-sulphonyl chloride

N-(1-Anthraquinonyl)-p-methoxybenzenesulfonamide

N-(1-Anthraquinonyl)-p-methoxybenzenesulfonamide

Conditions
ConditionsYield
With pyridine for 5h; Heating;98%
iodobenzene
591-50-4

iodobenzene

1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

1-(phenylamino)anthraquinone
2944-28-7

1-(phenylamino)anthraquinone

Conditions
ConditionsYield
With 18-crown-6 ether; copper; potassium carbonate In N,N-dimethyl-formamide for 24h; Inert atmosphere; Reflux;98%
tetrabutylammomium bromide
1643-19-2

tetrabutylammomium bromide

1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

chlorobenzene
108-90-7

chlorobenzene

dimethyl sulfate
77-78-1

dimethyl sulfate

1-(methylamino)anthraquinone
82-38-2

1-(methylamino)anthraquinone

Conditions
ConditionsYield
With potassium hydroxide; acetic acid In water97.6%
3,9-dibromo-7h-benz(de)anthracen-7-one
81-98-1

3,9-dibromo-7h-benz(de)anthracen-7-one

1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

vat brown RP

vat brown RP

Conditions
ConditionsYield
Stage #1: 3,9-dibromo-7h-benz(de)anthracen-7-one; 1-amino-9,10-anthracenedione With sodium carbonate; copper(II) oxide at 265℃; for 6h;
Stage #2: With pyridine; aluminum (III) chloride at 140℃; for 6h; Temperature; Time;
97.1%
acetic anhydride
108-24-7

acetic anhydride

1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

1-(acetylamino)anthraquinone
3274-19-9

1-(acetylamino)anthraquinone

Conditions
ConditionsYield
With silica-supported boric acid In neat (no solvent) at 50℃; for 1h; chemoselective reaction;97%
With pyridine at 80℃; for 2h;95%
CoCl2 In acetonitrile at 80℃; for 2h;79%
1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

1-Naphthyl isocyanate
86-84-0

1-Naphthyl isocyanate

1-(9,10-Dioxo-9,10-dihydro-anthracen-1-yl)-3-naphthalen-1-yl-urea
10258-79-4

1-(9,10-Dioxo-9,10-dihydro-anthracen-1-yl)-3-naphthalen-1-yl-urea

Conditions
ConditionsYield
With pyridine at 90℃; for 1.5h;96%
1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

2-Bromoacetyl bromide
598-21-0

2-Bromoacetyl bromide

2-bromo-N-(9,10-dioxo-9,10-dihydroanthracen-1-yl)acetamide
14226-37-0

2-bromo-N-(9,10-dioxo-9,10-dihydroanthracen-1-yl)acetamide

Conditions
ConditionsYield
In 1,4-dioxane; N,N-dimethyl-formamide at 20℃; for 12h;95.13%
formaldehyd
50-00-0

formaldehyd

1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

cyclopenta-1,3-diene
542-92-7

cyclopenta-1,3-diene

6,11-dioxo-3a,6,11,12,13,13a-hexahydro-1H-cyclopental<1,2-c>-naphto<2,3-h>quinoline
138495-20-2

6,11-dioxo-3a,6,11,12,13,13a-hexahydro-1H-cyclopental<1,2-c>-naphto<2,3-h>quinoline

Conditions
ConditionsYield
With trifluoroacetic acid In water; acetonitrile for 1h; Ambient temperature;95%
With trifluoroacetic acid In acetonitrile for 0.75h; Ambient temperature;95%
1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

phosphorous acid trimethyl ester
121-45-9

phosphorous acid trimethyl ester

1-(methylamino)anthraquinone
82-38-2

1-(methylamino)anthraquinone

Conditions
ConditionsYield
With [bpim][Br] at 120℃; for 6h;95%
piperidine-1-carbodithioic acid
98-99-7

piperidine-1-carbodithioic acid

1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

9,10-dihydro-9,10-dioxoanthracen-1-yl piperidin-1-carbodithioate

9,10-dihydro-9,10-dioxoanthracen-1-yl piperidin-1-carbodithioate

Conditions
ConditionsYield
Stage #1: 1-amino-9,10-anthracenedione With sulfuric acid; sodium nitrite
Stage #2: piperidine-1-carbodithioic acid In water at 5 - 10℃; for 0.5h;
95%

82-45-1Relevant articles and documents

Hydrogenation of 1-nitroanthraquinone to 1-aminoanthraquinone catalyzed by bimetallic cuptx nanoparticles

Yang, Chenchen,Wang, Aili,Yin, Hengbo

, p. 5906 - 5913 (2019)

Bimetallic CuPtx nanoparticles were prepared in ethanol solution by the wet chemical reduction method using Cu(NO3)2 and H2PtCl6 as starting materials, hydrazine hydrate as a reductant, and polyvinyl pyrrolidone as an organic modifier. The average particle sizes of Cu and Pt nanoparticles were 60 nm and 3 nm, respectively. The small-sized Pt nanoparticles were evenly anchored at the surfaces of large-sized Cu nanoparticles, forming Cu@Pt core-shell structured nanocomposites. In the bimetallic CuPtx nanoparticles, electron was transferred from platinum to copper species, which increased the selectivity of 1-aminoanthraquinone by suppressing the high hydrogenation activity of metallic platinum. The CuPt0.1 bimetallic nanoparticles exhibited higher catalytic activity for the hydrogenation of 1-nitroanthraquinone to 1-aminoanthraquinone than both monometallic Cu and Pt nanoparticles. Over the CuPt0.1 catalyst, the selectivity of 1-aminoanthraquinone was 99.3% at the 1-nitroanthraquinone conversion of 98.9%.

Copper-catalyzed one-pot relay synthesis of anthraquinone based pyrimidine derivative as a probe for antioxidant and antidiabetic activity

Ahmad, Zaheer,Arshad, Uzma,Parveen, Shagufta,Rafiq, Naila,Shafiq, Nusrat,Zarren, Gul

, (2020/12/17)

Synthetic compounds have modernized the globe due to its vast applicable fields. Anthraquinones, as well as pyrimidine derivatives, are used as essential pharmacophores in the field of medicine. Maintenance of a green disease-free environment by using these derivatives is being acknowledged in developed as well as developing countries of the world. Considering the use of active catalysts in the synthesis of anthraquinone based derivatives are the era of concern for researchers due to their distinctive properties. Owing to the remarkable activities of anthraquinone and pyrimidine derivative, we synthesize compounds having both functionalities with the utilization of novel synergically active copper catalysts. This study explores the application of synthesized compounds using fast, ecofriendly and cost-effective approaches.1H and 13C NMR, antioxidant, antidiabetic, molecular docking and QSAR studies were used for characterization and evaluation of newly synthesized anthraquinone based pyrimidine derivatives. The result of these techniques shows that our desired compounds were successfully synthesized and have potent applications. Among all synthesized compounds, G2 and G3 showed a remarkable antioxidant activity with IC50 of 15.09 and 21.88 μg/ml respectively. While the compound G2 and G4 showed a strong inhibitory antidiabetic activity with the IC50 value of 24.23 and 28.94 μg/ml respectively. Furthermore, molecular docking results for both of the proteins assist the experimental data and confirms the different interactions between binding domains and substituent moieties. SAR study also relates to the experimental facts by giving us positive results of synthesized compounds. According to the QSAR study, G4 and G2 emerged as the most stable and most reactive compound among other compounds respectively. While MEP shows moderate to good nucleophilic and electrophilic reactivity of all four compounds.

TARGETED BIFUNCTIONAL DEGRADERS

-

, (2021/04/17)

The present invention provides, in one aspect, bifunctional compounds that can be used to promote or enhance degradation of certain circulating proteins. In another aspect, the present invention provides bifunctional compounds that can be used to promote or enhance degradation of certain autoantibodies. In certain embodiments, treatment or management of a disease and/or disorder requires degradation, removal, or reduction in concentration of the circulating protein or the autoantibody in the subject. Thus, in certain embodiments, administration of a compound of the invention to the subject removes or reduces the circulation concentration of the circulating protein or the autoantibody, thus treating, ameliorating, or preventing the disease and/or disorder. In certain embodiments, the circulating protein is TNF.

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