2,5-Bis[(4-methoxyphenyl)amino]cyclohexa-2,5-diene-1,4-dione

Base Information

• Chemical Name: 2,5-Bis[(4-methoxyphenyl)amino]cyclohexa-2,5-diene-1,4-dione
• CAS No.: 24605-58-1
• Molecular Formula: C20H18 N2 O4
• Molecular Weight: 350.374
• NSC Number: 88376
• DSSTox Substance ID: DTXSID00293293
• Wikidata: Q82031974
• ChEMBL ID: CHEMBL3329972
• Mol file: 24605-58-1.mol

Synonyms:24605-58-1;2,5-bis[(4-methoxyphenyl)amino]cyclohexa-2,5-diene-1,4-dione;NSC88376;2,5-bis(4-methoxyanilino)cyclohexa-2,5-diene-1,4-dione;CHEMBL3329972;SCHEMBL19409875;DTXSID00293293;2,5-Cyclohexadiene-1,4-dione, 2,5-bis[(4-methoxyphenyl)amino]-;NSC-88376

Chemical Property of 2,5-Bis[(4-methoxyphenyl)amino]cyclohexa-2,5-diene-1,4-dione

Chemical Property:

• Vapor Pressure: 1.77E-11mmHg at 25°C
• Boiling Point: 533.9°Cat760mmHg
• Flash Point: 276.7°C
• Density: 1.348g/cm³
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 350.12665706
• Heavy Atom Count: 26
• Complexity: 531

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)NC2=CC(=O)C(=CC2=O)NC3=CC=C(C=C3)OC

Technology Process of 2,5-Bis[(4-methoxyphenyl)amino]cyclohexa-2,5-diene-1,4-dione

There total 5 articles about 2,5-Bis[(4-methoxyphenyl)amino]cyclohexa-2,5-diene-1,4-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: 86.0%

→ 2,5-bis(4-methoxyphenylamino)-p-benzoquinone (24605-58-1)

Guidance literature:

In methanol; at 20 ℃;

Reference yield: 61.0%

N,N'-bis(4-methoxyphenyl)-p-benzoquinone di-imine N,N'-dioxide (83925-66-0) → 4-methoxy-N-(4-oxocyclohexa-2,5-dienylidene)benzenamine oxide (6995-98-8) + 2,5-bis(4-methoxyphenylamino)-p-benzoquinone (24605-58-1) + p-benzoquinone (106-51-4) + (E)-1,2-bis(4-methoxyphenyl)diazene (501-58-6,21650-55-5,82570-64-7)

Guidance literature:

In benzene; at 20 ℃; for 6h; Irradiation;

DOI:10.1039/P19820002023

Reference yield: 53.0%

4-methoxy-aniline (104-94-9) + p-benzoquinone (106-51-4) → 2,5-bis(4-methoxyphenylamino)-p-benzoquinone (24605-58-1)

Guidance literature:

In ethanol; for 18h; Reflux;

DOI:10.1016/j.ejmech.2014.06.070

upstream raw materials:

4-methoxy-aniline

p-benzoquinone

N,N'-bis(4-methoxyphenyl)-p-benzoquinone di-imine N,N'-dioxide

4-hydroxy-3-ethoxybenzaldehyde