Pyrazine-2,5-dicarbonitrile

Base Information

• Chemical Name: Pyrazine-2,5-dicarbonitrile
• CAS No.: 31722-48-2
• Molecular Formula: C6H2N4
• DSSTox Substance ID: DTXSID50564485
• Nikkaji Number: J185.651K
• Wikidata: Q82449186
• Mol file: 31722-48-2.mol

Synonyms:pyrazine-2,5-dicarbonitrile;31722-48-2;2,5-Dicyanopyrazine;2,5-Pyrazinedicarbonitrile;SCHEMBL3674005;DTXSID50564485;JVOPXXDHVVCVIJ-UHFFFAOYSA-N;MFCD15144323;AKOS025396873;BS-52530;SY277314;E74674;EN300-201572

Chemical Property of Pyrazine-2,5-dicarbonitrile

Chemical Property:

• XLogP3: 0
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 130.027946081
• Heavy Atom Count: 10
• Complexity: 180

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(N=CC(=N1)C#N)C#N

Technology Process of Pyrazine-2,5-dicarbonitrile

There total 4 articles about Pyrazine-2,5-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: 63.0%

diethyl cyanophosphonate (2942-58-7) + 3-pyrazinecarbonitrile N-oxide (25594-31-4) → 2,5-dicyanopyrazine (31722-48-2)

Guidance literature:

With triethylamine; In acetonitrile; for 6h; Ambient temperature;

Reference yield:

2,5-pyrazinedicarboxamide (41110-27-4) → 2,5-dicyanopyrazine (31722-48-2)

Guidance literature:

With phosphorus pentoxide; nitrobenzene;

DOI:10.1021/ja01207a511

Reference yield:

diethyl pyrazine-2,5-dicarboxylate (103150-78-3) → 2,5-dicyanopyrazine (31722-48-2)

Guidance literature:

diethyl pyrazine-2,5-dicarboxylate; With ammonia; at 20 ℃; for 12h; Inert atmosphere;

With trichlorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1002/chem.201900879

upstream raw materials:

2,5-pyrazinedicarboxamide

diethyl cyanophosphonate

3-pyrazinecarbonitrile N-oxide

2,5-pyrazinedicarboxylic acid

Refernces

• 1、 Sato, Nobuhiro,Shimomura, Yuji,Ohwaki, Yoshie,Takeuchi, Ryo. "Studies on Pyrazines. Part 22. Lewis Acid-Mediated Cyanation of Pyrazine N-Oxides with Trimethylsilyl Cyanide: New Route to 2-Substituted 3-Cyanopyrazines". . p. 2877 - 2882. Retrieved 2007/10/02.