1-(p-Acetamidoanilino)-4-hydroxyanthraquinone

Base Information

• Chemical Name: 1-(p-Acetamidoanilino)-4-hydroxyanthraquinone
• CAS No.: 67905-17-3
• Deprecated CAS: 175069-11-1,92880-57-4,92880-57-4
• Molecular Formula: C₂₂H₁₆N₂O₄
• Molecular Weight: 372.38
• European Community (EC) Number: 267-636-0
• UNII: WV78YHZ7F6
• DSSTox Substance ID: DTXSID4070798
• Nikkaji Number: J219.752I
• Wikidata: Q27292895
• Mol file: 67905-17-3.mol

Synonyms:Solvent Blue 122;67905-17-3;1-(p-Acetamidoanilino)-4-hydroxyanthraquinone;EINECS 267-636-0;UNII-WV78YHZ7F6;WV78YHZ7F6;N-(4-((9,10-Dihydro-4-hydroxy-9,10-dioxo-1-anthryl)amino)phenyl)acetamide;N-[4-[(4-hydroxy-9,10-dioxoanthracen-1-yl)amino]phenyl]acetamide;Acetamide, N-(4-((9,10-dihydro-4-hydroxy-9,10-dioxo-1-anthracenyl)amino)phenyl)-;Acetamide, N-[4-[(9,10-dihydro-4-hydroxy-9,10-dioxo-1-anthracenyl)amino]phenyl]-;Acetanilide, 4'-((4-hydroxy-1-anthraquinonyl)amino)-;Acetamide,N-[4-[(9,10-dihydro-4-hydroxy-9,10-dioxo-1-anthracenyl)amino]phenyl]-;N-[4-[(9,10-dihydro-4-hydroxy-9,10-dioxo-1-anthryl)amino]phenyl]acetamide;92880-57-4;C.I. 60744;Solvent Blue 122, tech.;SCHEMBL5187546;DTXSID4070798;C.I. SOLVENT BLUE 122;MFCD08458446;1-[4-(Acetylamino)phenylamino]-4-hydroxyanthraquinone;Q27292895;ACETANILIDE, 4'-(4-HYDROXY-1-ANTHRAQUINONYLAMINO)-;Acetamide, N-[4-[(9,10-dihydro-4-hydroxy- 9,10-dioxo-1-anthracenyl)amino]phenyl]-;N-(4-(4-hydroxy-9,10-dioxo-9,10-dihydroanthracen-1-ylamino)phenyl)acetamide

Chemical Property of 1-(p-Acetamidoanilino)-4-hydroxyanthraquinone

Chemical Property:

• Appearance/Colour: COA
• Vapor Pressure: 1.54E-16mmHg at 25°C
• Melting Point: 210ºC
• Refractive Index: 1.746
• Boiling Point: 631.4 °C at 760 mmHg
• PKA: 7.95±0.20(Predicted)
• Flash Point: 335.7 °C
• PSA: 95.50000
• Density: 1.451 g/cm³
• LogP: 4.01560
• Water Solubility.: 224μg/L at 25℃
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 372.11100700
• Heavy Atom Count: 28
• Complexity: 628

Purity/Quality:

99% ^*data from raw suppliers

SOLVENT BLUE-122 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=CC=C(C=C1)NC2=C3C(=C(C=C2)O)C(=O)C4=CC=CC=C4C3=O
• Uses: Solvent Blue 122 is used in method for manufacture of a colored polymer compound.

Technology Process of 1-(p-Acetamidoanilino)-4-hydroxyanthraquinone

There total 2 articles about 1-(p-Acetamidoanilino)-4-hydroxyanthraquinone 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: 97.13%

leucoquinizarin (476-60-8) + 1,4-dihydroxy-9,10-anthracenedione (81-64-1,103220-12-8) + N-acetyl-p-phenylenediamine (122-80-5) → N-[4-[(4-hydroxyanthraquinone-1-yl)amino]phenyl]ethanamide (67905-17-3)

Guidance literature:

N-acetyl-p-phenylenediamine; With hydrogenchloride; In water; at 40 - 50 ℃; for 0.5h;

leucoquinizarin; 1,4-dihydroxy-9,10-anthracenedione; In water; at 85 - 90 ℃; Solvent; Temperature;

Reference yield: 89.6%

1,4-dihydroxy-9,10-anthracenedione (81-64-1,103220-12-8) + N-acetyl-p-phenylenediamine (122-80-5) → N-[4-[(4-hydroxyanthraquinone-1-yl)amino]phenyl]ethanamide (67905-17-3)

Guidance literature:

With LACTIC ACID; boric acid; acetic acid; In 2-methyl-propan-1-ol; N,N-dimethyl-formamide; at 90 - 95 ℃; for 8h; Reagent/catalyst; Reflux;

upstream raw materials:

1,4-dihydroxy-9,10-anthracenedione

N-acetyl-p-phenylenediamine

leucoquinizarin

Refernces

• 1、 -. "Synthesis method of solvent blue 122". Paragraph 0027-0047. . Retrieved 2019/12/10.