3-Phenylcinnoline-4-carbonitrile

Base Information

• Chemical Name: 3-Phenylcinnoline-4-carbonitrile
• CAS No.: 200062-46-0
• Molecular Formula: C15H9N3
• Molecular Weight: 231.257
• DSSTox Substance ID: DTXSID40446488
• Nikkaji Number: J924.853F
• Wikidata: Q82265139
• Mol file: 200062-46-0.mol

Synonyms:3-phenylcinnoline-4-carbonitrile;200062-46-0;4-Cinnolinecarbonitrile, 3-phenyl-;SCHEMBL8655577;DTXSID40446488

Chemical Property of 3-Phenylcinnoline-4-carbonitrile

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 231.079647300
• Heavy Atom Count: 18
• Complexity: 326

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=C(C3=CC=CC=C3N=N2)C#N

Technology Process of 3-Phenylcinnoline-4-carbonitrile

There total 1 articles about 3-Phenylcinnoline-4-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: 60.0%

(E)-1-methyl-1-phenyl-2-(1-phenylethylidene)hydrazine (15754-37-7) + ethenetetracarbonitrile (670-54-2) → 4-cyano-3-phenyl-1,2-diazanaphthalene (200062-46-0)

Guidance literature:

In acetonitrile; for 8h; Product distribution; Heating; substrates other p-substituted acetophenone methylphenylhydrazones; also with other cyano compounds; varied: solvents, temperatures;

DOI:10.1016/S0040-4039(97)10194-0

Reference yield: 100.0%

4-cyano-3-phenyl-1,2-diazanaphthalene (200062-46-0) → 3-phenylcinnolin-4(1H)-one (7624-95-5)

Guidance literature:

With tetrabutylammonium tetrafluoroborate; water; oxygen; In benzonitrile; at 20 ℃; for 2h; Electrochemical reaction;

DOI:10.1016/S0040-4039(00)01352-6

Reference yield:

4-cyano-3-phenyl-1,2-diazanaphthalene (200062-46-0) → 1-methyl-3-phenyl-4(1H)-cinnolone (7679-68-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / n-Bu₄NBF₄; O₂; H₂O / benzonitrile / 2 h / 20 °C / Electrochemical reaction

2: 90 percent / KOH

With potassium hydroxide; tetrabutylammonium tetrafluoroborate; water; oxygen; In benzonitrile; 1: Reduction / 2: Methylation;

DOI:10.1016/S0040-4039(00)01352-6

upstream raw materials:

(E)-1-methyl-1-phenyl-2-(1-phenylethylidene)hydrazine

ethenetetracarbonitrile

Downstream raw materials:

3-phenylcinnolin-4(1H)-one

1-methyl-3-phenyl-4(1H)-cinnolone