1-Methyl-4-phenyl-1,2,5,6-tetrahydropyridine-2-carbonitrile

Base Information

• Chemical Name: 1-Methyl-4-phenyl-1,2,5,6-tetrahydropyridine-2-carbonitrile
• CAS No.: 76113-47-8
• Molecular Formula: C13H14N2
• Molecular Weight: 198.268
• DSSTox Substance ID: DTXSID60709360
• Mol file: 76113-47-8.mol

Synonyms:76113-47-8;DTXSID60709360;1-Methyl-4-phenyl-1,2,5,6-tetrahydropyridine-2-carbonitrile

Chemical Property of 1-Methyl-4-phenyl-1,2,5,6-tetrahydropyridine-2-carbonitrile

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 198.115698455
• Heavy Atom Count: 15
• Complexity: 291

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC(=CC1C#N)C2=CC=CC=C2

Technology Process of 1-Methyl-4-phenyl-1,2,5,6-tetrahydropyridine-2-carbonitrile

There total 6 articles about 1-Methyl-4-phenyl-1,2,5,6-tetrahydropyridine-2-carbonitrile 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: 67.0%

potassium cyanide (151-50-8) + Trifluoro-acetate1-methyl-4-phenyl-2,3-dihydro-pyridinium; → 1,2,5,6-tetrahydro-1-methyl-4-phenyl-2-pyridine carbonitrile (76113-47-8)

Guidance literature:

In dichloromethane; water; for 0.25h;

DOI:10.1021/jm00146a005

Reference yield:

1-methyl-4-phenyl-1,2,5,6-tetrahydropyridine (28289-54-5) → 1,2,5,6-tetrahydro-1-methyl-4-phenyl-2-pyridine carbonitrile (76113-47-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 46 percent / 30percent H₂O₂ / 10percent Pd/C / CH₂Cl₂; ethanol / a) 60 deg C, 20 h, b) 60 deg C, 3 h

2: CH₂Cl₂ / 1 h / 0 °C

3: 67 percent / CH₂Cl₂; H₂O / 0.25 h

With dihydrogen peroxide; palladium on activated charcoal; In ethanol; dichloromethane; water;

DOI:10.1021/jm00146a005

Reference yield:

3-demethylprodine (13147-09-6) → 1,2,5,6-tetrahydro-1-methyl-4-phenyl-2-pyridine carbonitrile (76113-47-8)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. hydrogen peroxide / methanol / 1.) room temperature, 48 h, 2.) heating, 2 h; other reagent: m-chloroperbenzoic acid

2: 1.) trifluoroacetic anhydride / 1.) methylene chloride, room temperature, 1 h; heating, 20 min, 2.) water, room temperature, 1 h

With dihydrogen peroxide; trifluoroacetic anhydride; In methanol;

upstream raw materials:

N-Oxid-1-methyl-4-phenyl-4-piperidinol-propionat

potassium cyanide

1-methyl-4-phenyl-2,3-dihydropyridine perchlorate

3-demethylprodine

Downstream raw materials:

2-cyano-1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine