3-Cyano-4,6-dichloro-2-methyl-5-phenylpyridine

Base Information

• Chemical Name: 3-Cyano-4,6-dichloro-2-methyl-5-phenylpyridine
• CAS No.: 127581-38-8
• Molecular Formula: C₁₃H₈Cl₂N₂
• Molecular Weight: 263.126
• DSSTox Substance ID: DTXSID60356499
• Wikidata: Q82135856
• Mol file: 127581-38-8.mol

Synonyms:127581-38-8;4,6-dichloro-2-methyl-5-phenylnicotinonitrile;3-CYANO-4,6-DICHLORO-2-METHYL-5-PHENYLPYRIDINE;4,6-dichloro-2-methyl-5-phenylpyridine-3-carbonitrile;AE-406/41056469;4,6-dichloro-2-methyl-5-phenyl-3-pyridinecarbonitrile;DTXSID60356499;FT-0716305

Chemical Property of 3-Cyano-4,6-dichloro-2-methyl-5-phenylpyridine

Chemical Property:

• PSA: 36.68000
• LogP: 4.23548
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 262.0064537
• Heavy Atom Count: 17
• Complexity: 306

Purity/Quality:

97% ^*data from raw suppliers

4,6-Dichloro-2-methyl-5-phenylnicotinonitrile 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=C(C(=N1)Cl)C2=CC=CC=C2)Cl)C#N

Technology Process of 3-Cyano-4,6-dichloro-2-methyl-5-phenylpyridine

There total 2 articles about 3-Cyano-4,6-dichloro-2-methyl-5-phenylpyridine 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: 81.0%

4-hydroxy-2-methyl-6-oxo-5-phenyl-1,6-dihydro-3-pyridinecarbonitrile (127581-31-1) → 4,6-dichloro-2-methyl-5-phenyl-3-pyridinecarbonitrile (127581-38-8)

Guidance literature:

With trichlorophosphate; for 2h; Heating;

DOI:10.1007/BF00809291

Reference yield:

diethyl 2-phenylmalonate (83-13-6) → 4,6-dichloro-2-methyl-5-phenyl-3-pyridinecarbonitrile (127581-38-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / diphenyl ether / 0.5 h / 200 °C

2: 81 percent / POCl₃ / 2 h / Heating

With trichlorophosphate; In diphenylether;

DOI:10.1007/BF00809291

Reference yield: 84.0%

4,6-dichloro-2-methyl-5-phenyl-3-pyridinecarbonitrile (127581-38-8) + sodium thioethylate (811-51-8) → 4,6-diethylthio-2-methyl-5-phenyl-3-pyridinecarbonitrile

Guidance literature:

In ethanol; for 12h;

DOI:10.1007/BF00809291

upstream raw materials:

4-hydroxy-2-methyl-6-oxo-5-phenyl-1,6-dihydro-3-pyridinecarbonitrile

diethyl 2-phenylmalonate