Pyridine-2,3-dicarbonitrile

Base Information

• Chemical Name: Pyridine-2,3-dicarbonitrile
• CAS No.: 17132-78-4
• Molecular Formula: C7H3N3
• Molecular Weight: 129.121
• Hs Code.: 2933399090
• European Community (EC) Number: 679-683-8
• DSSTox Substance ID: DTXSID00169060
• Nikkaji Number: J100.378J
• Wikidata: Q83038711
• Mol file: 17132-78-4.mol

Synonyms:Pyridine-2,3-dicarbonitrile;17132-78-4;2,3-DICYANOPYRIDINE;2,3-Pyridinedicarbonitrile;Pyridine-2,3-dicarbonitirle;DICYANOPYRIDINE;pyridinedicarbonitrile;SCHEMBL18611;DTXSID00169060;GHFGOVUYCKZOJH-UHFFFAOYSA-N;MFCD00191682;AKOS000280006;MB00858;AC-14254;BS-44107;FT-0691371;P1218;T71913

Chemical Property of Pyridine-2,3-dicarbonitrile

Chemical Property:

• Vapor Pressure: 7.64E-05mmHg at 25°C
• Melting Point: 79 °C
• Refractive Index: 1.567
• Boiling Point: 342.2 °C at 760 mmHg
• PKA: -3.77±0.10(Predicted)
• Flash Point: 120 °C
• PSA: 60.47000
• Density: 1.25 g/cm³
• LogP: 0.82496
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 129.032697108
• Heavy Atom Count: 10
• Complexity: 203

Purity/Quality:

98%,99%, ^*data from raw suppliers

Pyridine-2,3-dicarbonitrile ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(N=C1)C#N)C#N

Technology Process of Pyridine-2,3-dicarbonitrile

There total 2 articles about Pyridine-2,3-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: 53.0%

3-cyanopyridine N-oxide (14906-64-0) + sodium cyanide (143-33-9,25596-52-5) → Pyridine-2,5-dicarbonitrile (20730-07-8) + Pyridine-2,3-dicarbonitrile (17132-78-4)

Guidance literature:

With chloro-trimethyl-silane; triethylamine; In N,N-dimethyl-formamide; at 100 - 110 ℃; for 8h;

Reference yield: 48.0%

3-cyanopyridine N-oxide (14906-64-0) + trimethylsilyl cyanide (7677-24-9) → Pyridine-2,5-dicarbonitrile (20730-07-8) + Pyridine-2,3-dicarbonitrile (17132-78-4)

Guidance literature:

With tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; at 5 ℃; for 1h;

Reference yield: 58.0%

Pyridine-2,3-dicarbonitrile (17132-78-4) → 5-[(4-methylphenyl)imino]-5H-pyrrolo[3,4-b]pyridin-7-amine (1448175-56-1)

Guidance literature:

With p-toluidine; In methanol; for 3h; Heating;

DOI:10.1007/s11224-012-0131-y

upstream raw materials:

3-cyanopyridine N-oxide

trimethylsilyl cyanide

sodium cyanide

Downstream raw materials:

pyridine-3-carbonitrile

2-(pyrrolidin-1-yl)nicotinonitrile

2-isopropylamino-nicotinonitrile

6-(isopropylamino)nicotinonitrile

Refernces

• 1、 Vorbrueggen, Helmut,Krolikiewicz, Konrad. "Trimethylsilanol as Leaving Group; III. A Simple One-Step Conversion of Aromatic Heterocyclic N-Oxides to α-Cyano Aromatic N-Heterocycles". . p. 316 - 319. Retrieved 2007/10/02.