2-({Bis[(pyridin-2-yl)methyl]amino}methyl)-4-nitrophenol

Base Information

• Chemical Name: 2-({Bis[(pyridin-2-yl)methyl]amino}methyl)-4-nitrophenol
• CAS No.: 84567-86-2
• Molecular Formula: C19H18N4O3
• Molecular Weight: 350.377
• DSSTox Substance ID: DTXSID20571126
• Wikidata: Q82458745
• Mol file: 84567-86-2.mol

Synonyms:84567-86-2;2-({Bis[(pyridin-2-yl)methyl]amino}methyl)-4-nitrophenol;DTXSID20571126;2-bis(pyrid-2-ylmethyl) aminomethyl-4-nitrophenol

Chemical Property of 2-({Bis[(pyridin-2-yl)methyl]amino}methyl)-4-nitrophenol

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 350.13789045
• Heavy Atom Count: 26
• Complexity: 425

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=NC(=C1)CN(CC2=CC=CC=N2)CC3=C(C=CC(=C3)[N+](=O)[O-])O

Technology Process of 2-({Bis[(pyridin-2-yl)methyl]amino}methyl)-4-nitrophenol

There total 2 articles about 2-({Bis[(pyridin-2-yl)methyl]amino}methyl)-4-nitrophenol 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: 62.0%

bis[(2-pyridyl)methyl]amine (1539-42-0) + 5-Nitrosalicylaldehyde (97-51-8) → (2-hydroxy-5-nitrophenylmethyl)bis(pyridin-2-ylmethyl)amine (84567-86-2)

Guidance literature:

With sodium cyanoborohydride; acetic acid; In methanol; at 20 ℃; for 25h; Inert atmosphere; Reflux;

DOI:10.1016/j.poly.2015.11.023

Reference yield:

2-hydroxy-5-nitrobenzyl chloride (2973-19-5) + bis[(2-pyridyl)methyl]amine (1539-42-0) → (2-hydroxy-5-nitrophenylmethyl)bis(pyridin-2-ylmethyl)amine (84567-86-2)

Guidance literature:

With triethylamine; In tetrahydrofuran; methanol; for 2h; Heating;

DOI:10.1039/DT9940001219

Reference yield: 95.0%

(2-hydroxy-5-nitrophenylmethyl)bis(pyridin-2-ylmethyl)amine (84567-86-2) → 4-amino-2-((bis(pyridin-2-ylmethyl)amino)methyl)phenol (1392994-84-1)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 20 ℃; for 48h; Schlenk technique;

DOI:10.1039/d1cc02131a

upstream raw materials:

2-hydroxy-5-nitrobenzyl chloride

bis[(2-pyridyl)methyl]amine

5-Nitrosalicylaldehyde

Downstream raw materials:

Zn⁽²⁺⁾*C₁₉H₁₇N₄O₃^(1-)*O₂CC₆H₄NO₂^(1-) = [Zn(C₁₉H₁₇N₄O₃)(O₂CC₆H₄NO₂)]

Cu(N(CH₂C₅H₄N)2(CH₂C₆H₃(NO₂)O))(O₂CCH₃)*CH₃OH*CH₃C₆H₄CH₃

[Cu(O₂CC₆H₅)(C₁₉H₁₇N₄O₃)]

[Mn(II)(2-((bis(pyridin-2-ylmethyl)amino)methyl)-4-nitrophenol)Cl₂]*CH₃OH