4-({2-[(4-Hydroxyphenyl)imino]ethylidene}amino)phenol

Base Information

• Chemical Name: 4-({2-[(4-Hydroxyphenyl)imino]ethylidene}amino)phenol
• CAS No.: 24764-93-0
• Molecular Formula: C₁₄H₁₂N₂O₂
• Molecular Weight: 240.261
• European Community (EC) Number: 636-730-7
• ChEMBL ID: CHEMBL2335386
• Nikkaji Number: J1.022.146C
• Mol file: 24764-93-0.mol

Synonyms:CHEMBL2335386;4-({2-[(4-hydroxyphenyl)imino]ethylidene}amino)phenol;BDBM50429679;AKOS024339820;24764-93-0;4-[2-(4-hydroxyphenyl)iminoethylideneamino]phenol;AQ-008/41080405;4,4'-(Ethane-1,2-diylidenebis(azanylylidene))diphenol;4-({(E,2E)-2-[(4-hydroxyphenyl)imino]ethylidene}amino)phenol;4-[(Z)-2-(4-hydroxyanilino)ethenyl]iminocyclohexa-2,5-dien-1-one

Chemical Property of 4-({2-[(4-Hydroxyphenyl)imino]ethylidene}amino)phenol

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 240.089877630
• Heavy Atom Count: 18
• Complexity: 258

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1N=CC=NC2=CC=C(C=C2)O)O

Technology Process of 4-({2-[(4-Hydroxyphenyl)imino]ethylidene}amino)phenol

There total 5 articles about 4-({2-[(4-Hydroxyphenyl)imino]ethylidene}amino)phenol 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: 82.0%

Glyoxal (131543-46-9,107-22-2) + 4-amino-phenol (123-30-8) → N,N’-(1,2-ethanediylidene)bis-hydroxyphenylamine (24764-93-0)

Guidance literature:

With acetic acid; In water; isopropyl alcohol; at 40 ℃; for 2.5h; Solvent; Temperature; Darkness;

DOI:10.1021/acs.inorgchem.8b00882

Reference yield:

[PtCl2{κ2N-(N,N'-bis(4-hydroxyphenyl)ethylenediimine)2}] → N,N’-(1,2-ethanediylidene)bis-hydroxyphenylamine (24764-93-0)

Guidance literature:

In dimethylsulfoxide-d6; at 37 ℃; for 72h;

DOI:10.1039/c8nj04195d

Reference yield:

[PtCl2{κ2N-(N,N'-bis(4-hydroxyphenyl)ethylenediimine)2}] acetone solvate → N,N’-(1,2-ethanediylidene)bis-hydroxyphenylamine (24764-93-0)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloromethane / 1.5 h / Reflux

2: dimethylsulfoxide-d6 / 72 h / 37 °C

In dimethylsulfoxide-d6; dichloromethane;

DOI:10.1039/c8nj04195d

upstream raw materials:

Glyoxal

4-amino-phenol

dimethylsulfoxide-d6

sodium chloride

Downstream raw materials:

Glyoxal

4-acetaminophenol

Rh(CO)2(C₁₄H₁₂N₂O₂)⁽¹⁺⁾*RhCl₂(CO)2^(1-)=Rh₂Cl₂(CO)4(C₁₄H₁₂N₂O₂)

RhCl(norbornadiene)(glyoxalbis(4-hydroxy-anil))