2,4-Bis(2-pyridyl)-6-phenyl-1,3,5-triazine

Base Information

• Chemical Name: 2,4-Bis(2-pyridyl)-6-phenyl-1,3,5-triazine
• CAS No.: 13960-35-5
• Molecular Formula: C₁₉H₁₃N₅
• Molecular Weight: 311.346
• DSSTox Substance ID: DTXSID901268040
• Nikkaji Number: J2.119.613D
• Mol file: 13960-35-5.mol

Synonyms:1,3,5-Triazine, 2-phenyl-4,6-di-2-pyridinyl-;13960-35-5;SCHEMBL5589973;DTXSID901268040;AKOS024382845;2,4-Bis(2-pyridyl)-6-phenyl-1,3,5-triazine;2-Phenyl-4,6-di-2-pyridinyl-1,3,5-triazine

Chemical Property of 2,4-Bis(2-pyridyl)-6-phenyl-1,3,5-triazine

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 311.11709544
• Heavy Atom Count: 24
• Complexity: 358

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NC(=NC(=N2)C3=CC=CC=N3)C4=CC=CC=N4

Technology Process of 2,4-Bis(2-pyridyl)-6-phenyl-1,3,5-triazine

There total 5 articles about 2,4-Bis(2-pyridyl)-6-phenyl-1,3,5-triazine 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: 93.0%

2-Cyanopyridine (100-70-9,1232006-36-8) + benzonitrile (100-47-0) → 1'',4''-bis[2,4-di(pyridin-2-yl)-1,3,5-triazine-6-yl]benzene (13960-35-5)

Guidance literature:

benzonitrile; With lithium dimethylamide; In diethyl ether; at 20 ℃; for 0.5h;

2-Cyanopyridine; In diethyl ether; at 20 ℃; for 2h;

DOI:10.1039/b202758e

Reference yield: 70.0%

2-chloro-4,6-bis(pyridin-2-yl)-1,3,5-triazine + tributylphenylstannane (960-16-7) → 1'',4''-bis[2,4-di(pyridin-2-yl)-1,3,5-triazine-6-yl]benzene (13960-35-5)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; at 100 ℃; for 15h; Inert atmosphere;

DOI:10.1002/ejoc.201403521

Reference yield:

2-Cyanopyridine (100-70-9,1232006-36-8) → 1'',4''-bis[2,4-di(pyridin-2-yl)-1,3,5-triazine-6-yl]benzene (13960-35-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / dimethyl sulfoxide; mineral oil / 2 h / 25 °C / Inert atmosphere

1.2: 21 h / 75 °C / Inert atmosphere

2.1: thionyl chloride / 18 h / Inert atmosphere; Schlenk technique; Reflux

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 15 h / 100 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; sodium hydride; In dimethyl sulfoxide; toluene; mineral oil; 3.1: |Stille Cross Coupling;

DOI:10.1002/ejoc.201403521

upstream raw materials:

2-Cyanopyridine

benzonitrile

tributylphenylstannane