N-(4-Methoxybenzyl)-N-2-pyridinyl-1,2-ethanediamine

Base Information

• Chemical Name: N-(4-Methoxybenzyl)-N-2-pyridinyl-1,2-ethanediamine
• CAS No.: 109912-28-9
• Molecular Formula: C15H19 N3 O
• Molecular Weight: 257.335
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID60403417
• Nikkaji Number: J573.422C
• Mol file: 109912-28-9.mol

Synonyms:109912-28-9;N-(4-Methoxybenzyl)-N-2-pyridinyl-1,2-ethanediamine;N'-[(4-methoxyphenyl)methyl]-N'-pyridin-2-ylethane-1,2-diamine;N1-(4-Methoxybenzyl)-N1-(pyridin-2-yl)ethane-1,2-diamine;SCHEMBL9574744;DTXSID60403417;AKOS027446618;FT-0671175;N-(p-methoxybenzyl)-N-(2-pyridyl)ethylenediamine;N-(4-methoxybenzyl)-N-2-pyridinyl-1,2-ethanediamine, AldrichCPR;N~1~-[(4-Methoxyphenyl)methyl]-N~1~-(pyridin-2-yl)ethane-1,2-diamine

Chemical Property of N-(4-Methoxybenzyl)-N-2-pyridinyl-1,2-ethanediamine

Chemical Property:

• PSA: 51.38000
• LogP: 2.75580
• Storage Temp.: Refrigerator
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 257.152812238
• Heavy Atom Count: 19
• Complexity: 242

Purity/Quality:

97% ^*data from raw suppliers

N-(4-Methoxybenzyl)-N-2-pyridinyl-1,2-ethanediamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)CN(CCN)C2=CC=CC=N2
• Uses: N-(4-Methoxybenzyl)-N-2-pyridinyl-1,2-ethanediamine (cas# 109912-28-9) is a compound useful in organic synthesis.

Technology Process of N-(4-Methoxybenzyl)-N-2-pyridinyl-1,2-ethanediamine

There total 3 articles about N-(4-Methoxybenzyl)-N-2-pyridinyl-1,2-ethanediamine 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: 71.0%

2-[(pyridin-2-yl)amino]ethylamine (74764-17-3) + p-methoxybenzyl chloride (824-94-2) → N-(4-methoxybenzyl)-N-2-pyridinyl-1,2-ethanediamine (109912-28-9)

Guidance literature:

With sodium hydride; In dimethyl sulfoxide; 1.) below 40 deg C, 20 min, 2.) 22 deg C, 45 min;

DOI:10.1016/0223-5234(87)90002-X

Reference yield:

2-bromo-pyridine (109-04-6) → N-(4-methoxybenzyl)-N-2-pyridinyl-1,2-ethanediamine (109912-28-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / pyridine / 5 h / Heating

2: 71 percent / sodium hydride / dimethylsulfoxide / 1.) below 40 deg C, 20 min, 2.) 22 deg C, 45 min

With sodium hydride; In pyridine; dimethyl sulfoxide;

DOI:10.1016/0223-5234(87)90002-X

Reference yield:

2-bromo-pyridine (109-04-6) → N-(4-methoxybenzyl)-N-2-pyridinyl-1,2-ethanediamine (109912-28-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: pyridine / 3 h / Reflux

2.1: sodium hydride / dimethyl sulfoxide / 20 - 85 °C / Inert atmosphere

2.2: 12 h / 20 - 85 °C / Inert atmosphere

With pyridine; sodium hydride; In dimethyl sulfoxide;

DOI:10.3390/molecules181114186

upstream raw materials:

2-[(pyridin-2-yl)amino]ethylamine

p-methoxybenzyl chloride

2-bromo-pyridine

Downstream raw materials:

N-[2-[N-(4-methoxybenzyl)-N-(2-pyridyl)amino]ethyl]-N-methyl-6-aminohexanonitrile

7-({2-[(4-Methoxy-benzyl)-pyridin-2-yl-amino]-ethyl}-methyl-amino)-heptanenitrile

N-(4-methoxybenzyl)-N'-methyl-N'-(2-(N-phthalimido)ethyl)-N-2-pyridinyl-1,2-ethanediamine

2-[3-({2-[(4-Methoxy-benzyl)-pyridin-2-yl-amino]-ethyl}-methyl-amino)-propyl]-isoindole-1,3-dione