Pyrazinecarbonitrile

Base Information

• Chemical Name: Pyrazinecarbonitrile
• CAS No.: 19847-12-2
• Molecular Formula: C5H3N3
• Molecular Weight: 105.099
• Hs Code.: 29339990
• European Community (EC) Number: 243-369-5
• NSC Number: 166137,72371
• UNII: 74CP756B49
• DSSTox Substance ID: DTXSID9066540
• Nikkaji Number: J62.479I
• Wikidata: Q27106278
• Metabolomics Workbench ID: 53095
• ChEMBL ID: CHEMBL4553837
• Mol file: 19847-12-2.mol

Synonyms:cyanopyrazine

Chemical Property of Pyrazinecarbonitrile

Chemical Property:

• Appearance/Colour: slightly green transparent liquid
• Vapor Pressure: 0.0834mmHg at 25°C
• Melting Point: 18-20 °C
• Refractive Index: n20/D 1.534(lit.)
• Boiling Point: 226.1 °C at 760 mmHg
• PKA: -1.97±0.10(Predicted)
• Flash Point: 90.7 °C
• PSA: 49.57000
• Density: 1.22 g/cm³
• LogP: 0.34828
• Storage Temp.: -20°C
• Solubility.: Acetonitrile (Slightly), Chloroform (Slightly)
• Water Solubility.: Slightly soluble in water.
• XLogP3: 0
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 105.032697108
• Heavy Atom Count: 8
• Complexity: 112

Purity/Quality:

99% ^*data from raw suppliers

Carboxypeptidase Z ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C=N1)C#N
• Uses: Pyrazinenitrile (Pyrazinamide EP Impurity) is used as a single-source precursor in the synthesis of metal-free nitrogen-doped carbon nanoparticles (NCNPs). Also, it is an important intermediate in the production of pyrazinamide as an effective anti-tubercular drug.

Technology Process of Pyrazinecarbonitrile

There total 19 articles about Pyrazinecarbonitrile 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: 98.0%

3-pyrazinecarbonitrile N-oxide (25594-31-4) → 2-pyrazine carbonitrile (19847-12-2)

Guidance literature:

With Eosin Y; di-tert-butyl 1,4-dihydro-2,6-dimethyl-3,5-pyridine-dicarboxylate; In acetonitrile; at 20 ℃; for 4h; chemoselective reaction; Inert atmosphere; Irradiation;

DOI:10.1039/d1ob00260k

Reference yield: 97.0%

2-Methylpyrazine (109-08-0) → 2-pyrazine carbonitrile (19847-12-2)

Guidance literature:

Reference yield: 95.0%

2-chloropyrazin (14508-49-7) + sodium cyanide (143-33-9,25596-52-5) → 2-pyrazine carbonitrile (19847-12-2)

Guidance literature:

With PEG₄₀₀; at 120 ℃; for 6h;

DOI:10.1081/SCC-100104474

upstream raw materials:

pyrazinamide

2-Methylpyrazine

Pyrazin-N-Oxid(PyzNO)

trimethylsilyl cyanide

Downstream raw materials:

acetylpyrazine

phenyl(pyrazin-2-yl)methanone

N-phenyl-pyrazine-2-carboximidic acid amide

2-pyrazinecarboxamide-4-oxide

Refernces

• 1、 Al-Shehri, Abdulmohsen,Katabathini, Narasimharao. "Influence of polyoxometalate structure in ammoxidation of 2-methylpyrazine". . p. 17 - 22. Retrieved 2018.
• 2、 Dhachapally, Naresh,Kalevaru, V. Narayana,Martin, Andreas. "Ammoxidation of 2-methylpyrazine to 2-cyanopyrazine over Nb-V oxides: Marked effect of the Nb/V ratio on the catalytic performance". . p. 3306 - 3316. Retrieved 2014.
• 3、 Kim, Se Hyun,An, Ju Hyeon,Lee, Jun Hee. "Highly chemoselective deoxygenation of N-heterocyclic: N -oxides under transition metal-free conditions". supporting information. p. 3735 - 3742. Retrieved 2021/05/04.
• 4、 Murata, Yuki,Iwasa, Hitomi,Matsumura, Mio,Yasuike, Shuji. "Synthesis of nitriles via the iodine-mediated dehydrosulfurization of thioamides". . p. 679 - 681. Retrieved 2020/07/30.