2-N,6-N-bis(2,6-dimethylphenyl)pyridine-2,6-dicarboxamide

Base Information

• Chemical Name: 2-N,6-N-bis(2,6-dimethylphenyl)pyridine-2,6-dicarboxamide
• CAS No.: 438454-86-5
• Molecular Formula: C₂₃H₂₃N₃O₂
• Molecular Weight: 373.455
• DSSTox Substance ID: DTXSID301329640
• Nikkaji Number: J2.930.208A
• ChEMBL ID: CHEMBL1718566

Synonyms:438454-86-5;Cambridge id 7277298;Oprea1_758538;MLS001180483;CHEMBL1718566;SCHEMBL14825173;2-N,6-N-bis(2,6-dimethylphenyl)pyridine-2,6-dicarboxamide;DTXSID301329640;HMS2777H17;MFCD01921247;STK416274;AKOS003303719;SMR000476726;Pyridine-2,6-bis-(N-2,6-dimethylphenyl)-carboxamide;N,N'-bis(2,6-dimethylphenyl)pyridine-2,6-dicarboxamide;N~2~,N~6~-bis(2,6-dimethylphenyl)-2,6-pyridinedicarboxamide;N2,N6-BIS(2,6-DIMETHYLPHENYL)PYRIDINE-2,6-DICARBOXAMIDE

Chemical Property of 2-N,6-N-bis(2,6-dimethylphenyl)pyridine-2,6-dicarboxamide

Chemical Property:

• XLogP3: 4.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 373.17902698
• Heavy Atom Count: 28
• Complexity: 486

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C)NC(=O)C2=NC(=CC=C2)C(=O)NC3=C(C=CC=C3C)C

Technology Process of 2-N,6-N-bis(2,6-dimethylphenyl)pyridine-2,6-dicarboxamide

There total 2 articles about 2-N,6-N-bis(2,6-dimethylphenyl)pyridine-2,6-dicarboxamide 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: 85.0%

2,6-Pyridinedicarbonyl dichloride (3739-94-4) + 2,6-dimethylaniline (87-62-7) → N,N’-(2,6-dimethylphenyl)pyridine-2,6-dicarboxamide (438454-86-5)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/ja1003125

Reference yield:

Pyridine-2,6-dicarboxylic acid (499-83-2) → N,N’-(2,6-dimethylphenyl)pyridine-2,6-dicarboxamide (438454-86-5)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / 24 h / Inert atmosphere; Reflux

2: triethylamine / dichloromethane / Inert atmosphere; Reflux

With thionyl chloride; triethylamine; In dichloromethane;

DOI:10.1039/c3dt51403j

Reference yield: 93.0%

N,N’-(2,6-dimethylphenyl)pyridine-2,6-dicarboxamide (438454-86-5) + copper(II) acetate monohydrate (6046-93-1) + sodium hydride (7646-69-7) → C25H24CuN3O4(1-)*Na(1+)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 12h;

DOI:10.1021/acs.inorgchem.7b02125

upstream raw materials:

2,6-Pyridinedicarbonyl dichloride

2,6-dimethylaniline

Pyridine-2,6-dicarboxylic acid

Downstream raw materials:

(Et₄N)[Pd(N,N'-bis(2,6-dimethylphenyl)-2,6-pyridinedicarboxamidate^(2-))(OH)]

(Et₄N)[Ni(N,N'-bis(2,6-dimethylphenyl)-2,6-pyridinedicarboxamidate^(2-))(OH)]

(Et₄N)[Cu(N,N'-bis(2,6-dimethylphenyl)-2,6-pyridinedacarboxamiadate^(2-))(OH)]

(Et₄N)[Cu(N,N'-bis(2,6-dimethylphenyl)-2,6-pyridinedacarboxamiadate^(2-))(HCO₃)]

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