2-Acetamido-4-benzoquinone

Base Information

• Chemical Name: 2-Acetamido-4-benzoquinone
• CAS No.: 4053-51-4
• Molecular Formula: C8H7NO3
• Molecular Weight: 165.148
• DSSTox Substance ID: DTXSID90448730
• Nikkaji Number: J413.104E
• Mol file: 4053-51-4.mol

Synonyms:2-acetamido-4-benzoquinone;APBQ

Chemical Property of 2-Acetamido-4-benzoquinone

Chemical Property:

• XLogP3: -0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 165.042593085
• Heavy Atom Count: 12
• Complexity: 312

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=CC(=O)C=CC1=O

Technology Process of 2-Acetamido-4-benzoquinone

There total 19 articles about 2-Acetamido-4-benzoquinone 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: 92.0%

N-(2,5-dihydroxyphenyl)acetamide (93525-28-1) → 2-acetylamino-1,4-benzoquinone (4053-51-4)

Guidance literature:

With [bis(acetoxy)iodo]benzene; In dichloromethane; for 0.0833333h; Ambient temperature;

DOI:10.1055/s-1995-4141

Reference yield: 91.0%

meta-hydroxyacetanilide (621-42-1) → 2-acetylamino-1,4-benzoquinone (4053-51-4)

Guidance literature:

With tert.-butylhydroperoxide; FePcS-SiO₂; In chlorobenzene; acetonitrile; at 40 ℃; for 2h;

DOI:10.1039/b511231a

Reference yield: 81.0%

2,5-dimethoxyacetanilide (3467-59-2) → 2-acetylamino-1,4-benzoquinone (4053-51-4)

Guidance literature:

With ammonium cerium(IV) nitrate; In water; acetonitrile; for 0.5h;

DOI:10.1016/S0968-0896(01)00403-5

upstream raw materials:

N-(5-acetylamino-2-hydroxyphenyl)-acetamide

1-hydroxy-3,4-diacetamidobenzene

2-(acetylamino)phenol

N-(2,5-dihydroxyphenyl)acetamide

Downstream raw materials:

N-(2,5-dihydroxyphenyl)acetamide

2-acetamidoepoxyquinone

LL-C10037α

1H-benzindole-4,9-dione

Refernces

• 1、 Nain-Perez, Amalyn,Barbosa, Luiz C.A.,Rodríguez-Hernández, Diego,Kramell, Annemarie E.,Heller, Lucie,Csuk, René. "Natural abenquines and synthetic analogues: Preliminary exploration of their cytotoxic activity". . p. 1141 - 1144. Retrieved 2017/06/19.
• 2、 Nain-Perez, Amalyn,Barbosa, Luiz C.A.,Maltha, Celia R. A.,Giberti, Samuele,Forlani, Giuseppe. "Tailoring Natural Abenquines to Inhibit the Photosynthetic Electron Transport through Interaction with the D1 Protein in Photosystem II". . p. 11304 - 11311. Retrieved 2018/01/10.