2-Acetyl-1-aminoanthracene-9,10-dione

Base Information

• Chemical Name: 2-Acetyl-1-aminoanthracene-9,10-dione
• CAS No.: 58332-16-4
• Molecular Formula: C16H11NO3
• Molecular Weight: 265.268
• European Community (EC) Number: 611-642-1
• DSSTox Substance ID: DTXSID60551987
• Wikidata: Q82431929
• Mol file: 58332-16-4.mol

Synonyms:2-Acetyl-1-aminoanthracene-9,10-dione;58332-16-4;SCHEMBL8744278;DTXSID60551987

Chemical Property of 2-Acetyl-1-aminoanthracene-9,10-dione

Chemical Property:

• Vapor Pressure: 1.96E-11mmHg at 25°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 265.07389321
• Heavy Atom Count: 20
• Complexity: 459

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=C(C2=C(C=C1)C(=O)C3=CC=CC=C3C2=O)N

Technology Process of 2-Acetyl-1-aminoanthracene-9,10-dione

There total 3 articles about 2-Acetyl-1-aminoanthracene-9,10-dione 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: 53.0%

1-amino-2-ethynyl-9,10-anthraquinone (112878-74-7) → 1-amino-2-acetylanthraquinone (58332-16-4)

Guidance literature:

With sulfuric acid; at 80 ℃; for 0.0833333h;

DOI:10.1007/BF00957311

Reference yield:

3-methylanthra[1,2-c]isoxazole-6,11-dione (58369-03-2) → 1-amino-2-acetylanthraquinone (58332-16-4)

Guidance literature:

With copper(II) nitrate; hydrazine hydrate; In water; at 20 ℃; for 2h; Reagent/catalyst; Time; Catalytic behavior; Green chemistry;

DOI:10.1016/S1872-2067(12)60743-8

Reference yield:

→ 1-amino-2-acetylanthraquinone (58332-16-4)

Guidance literature:

With ammonium hydroxide; sodium dithionite; Leiten von Luft durch das Reaktionsgemisch;

upstream raw materials:

1-amino-2-ethynyl-9,10-anthraquinone

3-methylanthra[1,2-c]isoxazole-6,11-dione

Downstream raw materials:

2-acetyl-1,4-diaminoanthraquinone

Refernces

• 1、 Zhao, Zhongkui,Li, Renzhi,Li, Yu. "Highly efficient and clean synthesis of 1-amino-2-acetylanthraquinone by copper-catalyzed reductive cleavage of isoxazole motif". . p. 319 - 323. Retrieved 2014.