2,2'-{Azanediylbis[(ethane-2,1-diyl)azanediylmethylene]}diphenol

Base Information

• Chemical Name: 2,2'-{Azanediylbis[(ethane-2,1-diyl)azanediylmethylene]}diphenol
• CAS No.: 92009-88-6
• Molecular Formula: C₁₈H₂₅N₃O₂
• Molecular Weight: 315.415
• DSSTox Substance ID: DTXSID20573286
• Nikkaji Number: J1.149.188J
• Wikidata: Q82461934
• Mol file: 92009-88-6.mol

Synonyms:92009-88-6;SCHEMBL12996049;DTXSID20573286;2,2'-{Azanediylbis[(ethane-2,1-diyl)azanediylmethylene]}diphenol;1,9-bis(2-hydroxy-phenyl)-2,5,8-triazanonane;2,2'-(((Azanediylbis(ethane-2,1-diyl))bis(azanediyl))bis(methylene))diphenol

Chemical Property of 2,2'-{Azanediylbis[(ethane-2,1-diyl)azanediylmethylene]}diphenol

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 10
• Exact Mass: 315.19467705
• Heavy Atom Count: 23
• Complexity: 276

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)CNCCNCCNCC2=CC=CC=C2O)O

Technology Process of 2,2'-{Azanediylbis[(ethane-2,1-diyl)azanediylmethylene]}diphenol

There total 4 articles about 2,2'-{Azanediylbis[(ethane-2,1-diyl)azanediylmethylene]}diphenol 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:

N,N'-bis(salicylidene)diethylenetriamine (2851-60-7) → N,N''-bis(2-hydroxybenzyl)diethylenetriamine (92009-88-6)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 0 ℃; for 4.5h;

DOI:10.1080/00958972.2010.499936

Reference yield:

1,9-Bis(2-hydroxyphenyl)-4-oxo-2,5,8-triazanonane (159389-29-4) → N,N''-bis(2-hydroxybenzyl)diethylenetriamine (92009-88-6)

Guidance literature:

With borane-THF; In tetrahydrofuran; for 1h; Yield given; Heating;

DOI:10.1039/DT9940002679

Reference yield:

salicylaldehyde (90-02-8) → N,N''-bis(2-hydroxybenzyl)diethylenetriamine (92009-88-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / ethanol / 6 h

2: 89 percent / NaBH₄ / ethanol / 18 h

3: BH₃*THF / tetrahydrofuran / 1 h / Heating

With sodium tetrahydroborate; borane-THF; In tetrahydrofuran; ethanol;

DOI:10.1039/DT9940002679

upstream raw materials:

1,9-Bis(2-hydroxyphenyl)-4-oxo-2,5,8-triazanonane

salicylaldehyde

N,N'-bis(salicylidene)diethylenetriamine

Downstream raw materials:

N,N''-bis(2-hydroxybenzyl)diethylenetriamine-N,N',N''-tri-2-propionic acid tert-butyl ester

C₂₄H₃₁N₃O₅

C₂₆H₃₅N₃O₅