1-(Phenylamino)anthraquinone

Base Information

• Chemical Name: 1-(Phenylamino)anthraquinone
• CAS No.: 2944-28-7
• Molecular Formula: C20H13 N O2
• Molecular Weight: 299.329
• Hs Code.: 2922399090
• European Community (EC) Number: 220-945-4
• NSC Number: 95991
• UNII: SZL4M891O8
• DSSTox Substance ID: DTXSID8062733
• Nikkaji Number: J55.740D
• Wikidata: Q81990228
• Mol file: 2944-28-7.mol

Synonyms:1-(Phenylamino)anthraquinone;1-Anilinoanthraquinone;2944-28-7;1-anilinoanthracene-9,10-dione;Disperse Red 22;9,10-Anthracenedione, 1-(phenylamino)-;1-Anilino-9,10-anthraquinone;alpha-Anilinoanthraquinone;1-Phenylamino-9,10-anthraquinone;Anthraquinone, 1-anilino-;1-Anilino-anthraquinone;C.I. 60510;SZL4M891O8;EINECS 220-945-4;NSC 95991;NSC-95991;NSC95991;phenylaminoanthraquinone;KP PLAST RED HB;9, 1-(phenylamino)-;DYMIC MBR-D 09;.alpha.-Anilinoanthraquinone;UNII-SZL4M891O8;SCHEMBL625150;C.I. DISPERSE RED 22;DTXSID8062733;C.I. SOLVENT RED 227;C.I.60510;1-(PHENYLAMINO)-9,10-ANTHRACENEDIONE

Chemical Property of 1-(Phenylamino)anthraquinone

Chemical Property:

• Vapor Pressure: 2.97E-10mmHg at 25°C
• Boiling Point: 503.2°C at 760 mmHg
• Flash Point: 189.6°C
• PSA: 46.17000
• Density: 1.329g/cm³
• LogP: 4.27860
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 299.094628657
• Heavy Atom Count: 23
• Complexity: 468

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC2=CC=CC3=C2C(=O)C4=CC=CC=C4C3=O

Technology Process of 1-(Phenylamino)anthraquinone

There total 14 articles about 1-(Phenylamino)anthraquinone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

N,N-dimethyl-N'-phenyl-N'-1-anthraquinonylformamidinium chloride → 1-(phenylamino)anthraquinone (2944-28-7)

Guidance literature:

With sodium hydroxide; In water; for 0.166667h; Heating;

Reference yield: 98.0%

iodobenzene (591-50-4) + 1-amino-9,10-anthracenedione (82-45-1) → 1-(phenylamino)anthraquinone (2944-28-7)

Guidance literature:

With 18-crown-6 ether; copper; potassium carbonate; In N,N-dimethyl-formamide; for 24h; Inert atmosphere; Reflux;

DOI:10.1002/hc.20753

Reference yield: 81.0%

1-chloroanthracene-9,10-dione (82-44-0) + aniline (62-53-3) → 1-(phenylamino)anthraquinone (2944-28-7)

Guidance literature:

With sodium hydroxide; water; palladium diacetate; BINAS-6; In iso-butanol; at 110 ℃; for 6h;

DOI:10.1039/a803819h

upstream raw materials:

bromobenzene

1-amino-9,10-anthracenedione

1-nitroanthraquinone

aniline

Downstream raw materials:

1-(4-hydroxymethylphenylamino)anthraquinone

1-(4-methylanilino)anthraquinone

1-(2,4-Dinitrophenylazophenylamino)anthraquinone

1-N-acetylphenylaminoanthraquinone

Refernces

• 1、 Park, Byung Sun,Lee, Sang Woo,Kim, In Tae,Tae, Jin Sung,Lee, So Ha. "Synthesis and photoluminescent properties of new ceramidine derivatives". experimental part. p. 66 - 73. Retrieved 2012/03/26.
• 2、 Suzuki,Kawakami,Maeda. "Non-reductive conversion of 1-nitro-9,10-anthraquinone to 1-amino-9,10-anthraquinones". . p. 9217 - 9220. Retrieved 2007/10/02.