(4R)-2,6-dimethyl-4-(2-nitrophenyl)-3,4-dihydropyridine-3,5-dicarbonitrile

Base Information

• Chemical Name: (4R)-2,6-dimethyl-4-(2-nitrophenyl)-3,4-dihydropyridine-3,5-dicarbonitrile
• CAS No.: 53055-16-6
• Molecular Formula: C15H12 N4 O2
• Molecular Weight: 280.28
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID80426108
• Mol file: 53055-16-6.mol

Synonyms:(4R)-2,6-dimethyl-4-(2-nitrophenyl)-3,4-dihydropyridine-3,5-dicarbonitrile;DTXSID80426108

Chemical Property of (4R)-2,6-dimethyl-4-(2-nitrophenyl)-3,4-dihydropyridine-3,5-dicarbonitrile

Chemical Property:

• Vapor Pressure: 3.84E-09mmHg at 25°C
• Boiling Point: 473.7°C at 760 mmHg
• Flash Point: 240.3°C
• PSA: 105.76000
• Density: 1.27g/cm³
• LogP: 3.04906
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 280.09602564
• Heavy Atom Count: 21
• Complexity: 611

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC(=C(C(C1C#N)C2=CC=CC=C2[N+](=O)[O-])C#N)C
• Isomeric SMILES: CC1=NC(=C([C@H](C1C#N)C2=CC=CC=C2[N+](=O)[O-])C#N)C

Technology Process of (4R)-2,6-dimethyl-4-(2-nitrophenyl)-3,4-dihydropyridine-3,5-dicarbonitrile

There total 1 articles about (4R)-2,6-dimethyl-4-(2-nitrophenyl)-3,4-dihydropyridine-3,5-dicarbonitrile 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:

3-Aminocrotononitrile (1118-61-2) + 2-nitro-benzaldehyde (552-89-6) → 3,5-Dicyano-2,6-dimethyl-4-(o-nitrophenyl)-1,4-dihydropyridine (53055-16-6)

Guidance literature:

With acetic acid;

DOI:10.1039/jr9520000001

Reference yield: 66.0%

3,5-Dicyano-2,6-dimethyl-4-(o-nitrophenyl)-1,4-dihydropyridine (53055-16-6) + dimethyl sulfate (77-78-1) → 3,5-Dicyano-1,2,6-trimethyl-4-(o-nitrophenyl)-1,4-dihydropyridine (61322-84-7)

Guidance literature:

With sodium hydroxide; In acetone; at 5 - 10 ℃; for 0.166667h; Heating;

DOI:10.1007/BF00475478

Reference yield:

3,5-Dicyano-2,6-dimethyl-4-(o-nitrophenyl)-1,4-dihydropyridine (53055-16-6) → 3,5-Dicyano-1,2,6-trimethyl-4-(2-nitro-phenyl)-pyridinium; perchlorate

Guidance literature:

Multi-step reaction with 2 steps

1: 66 percent / NaOH / acetone / 0.17 h / 5 - 10 °C / Heating

2: 20 percent / H₂O₂, 57percent aq. HClO₄ / ethanol / Heating; 6-8 h

With sodium hydroxide; perchloric acid; dihydrogen peroxide; In ethanol; acetone;

DOI:10.1007/BF00475478

upstream raw materials:

3-Aminocrotononitrile

2-nitro-benzaldehyde

Downstream raw materials:

2,6-dimethyl-4-(2-nitro-phenyl)-pyridine-3,5-dicarbonitrile

3,5-Dicyano-1,2,6-trimethyl-4-(o-nitrophenyl)-1,4-dihydropyridine