3-Chloropyrazine-2-carbonitrile

Base Information

• Chemical Name: 3-Chloropyrazine-2-carbonitrile
• CAS No.: 55557-52-3
• Molecular Formula: C5H2ClN3
• Molecular Weight: 139.544
• Hs Code.: 2933990090
• European Community (EC) Number: 670-636-7
• NSC Number: 158245
• DSSTox Substance ID: DTXSID20303404
• Nikkaji Number: J437.393F
• Wikidata: Q72458164
• Mol file: 55557-52-3.mol

Synonyms:3-chloropyrazine-2-carbonitrile;55557-52-3;2-Chloro-3-cyanopyrazine;Pyrazinecarbonitrile, 3-chloro-;3-CHLORO-2-PYRAZINECARBONITRILE;MFCD00219653;3-cyano-2-chloropyrazine;Chlorocyanopyrazine;NSC158245;2-cyano-3-chloropyrazine;2-chloro-3-cyano-pyrazine;SCHEMBL136280;3-CHLORO-2-CYANOPYRAZINE;3-chloro-pyrazine-2-carbonitrile;DTXSID20303404;SDLFAEGTVBPHBK-UHFFFAOYSA-N;2-chloro-3-cyanopyrazine, AldrichCPR;AKOS005166972;CS-W001897;NSC-158245;PB12144;PS-4886;AC-24529;CS-10783;SY018233;A8032;AM20070365;FT-0615529;EN300-64817;Q-103305;F0001-1459;Z992759282

Chemical Property of 3-Chloropyrazine-2-carbonitrile

Chemical Property:

• Vapor Pressure: 0.01mmHg at 25°C
• Melting Point: 45-47 °C
• Refractive Index: 1.568
• Boiling Point: 264.115 °C at 760 mmHg
• PKA: -5.41±0.10(Predicted)
• Flash Point: 113.533 °C
• PSA: 49.57000
• Density: 1.438 g/cm³
• LogP: 1.00168
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 138.9937248
• Heavy Atom Count: 9
• Complexity: 138

Purity/Quality:

99% ^*data from raw suppliers

3-Chloropyrazine-2-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38-41-37/38-22
• Safety Statements: 26-36/37/39-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C(=N1)C#N)Cl
• Uses: 3-Chloropyrazine-2-carbonitrile is a reactant in the syntheses of tuberculostatic pyrazine derivatives.

Technology Process of 3-Chloropyrazine-2-carbonitrile

There total 11 articles about 3-Chloropyrazine-2-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: 79.0%

3-hydroxy-2-pyrazinecarboxamide (55321-99-8) → 2-chloro-3-cyanopyrazine (55557-52-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; trichlorophosphate; In chlorobenzene; at 0 - 90 ℃;

Reference yield: 79.0%

3-oxo-3,4-dihydropyrazine-2-carboxamide (55321-99-8) → 2-chloro-3-cyanopyrazine (55557-52-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; trichlorophosphate; In chlorobenzene; at 0 - 90 ℃;

Reference yield: 73.4%

4-(3-chloropyrazin-2-yl)-2-methylbut-3-yn-2-ol (1378802-34-6) → 2-chloro-3-cyanopyrazine (55557-52-3)

Guidance literature:

With sodium hydroxide; In toluene; at 110 ℃; for 0.5h;

upstream raw materials:

trimethylsilyl cyanide

3-chloropyrazine 1-oxide

2-pyrazinecarboxamide-4-oxide

3-pyrazinecarbonitrile N-oxide

Downstream raw materials:

2-amino-3-pyrazinonitrile

3-methoxypyrazinecarbonitrile

3-Chloro-N-hydroxy-pyrazine-2-carboxamidine

3-aminopyrazolo<3,4-b>pyrazine

Refernces

• 1、 -. "Containing cyclobutane substituent of pyrazines, its composition and use thereof". Paragraph 0138; 0139; 0140. . Retrieved 2016/10/10.
• 2、 -. "Containing cyclobutane substituent of pyrazines, its composition and use thereof". Paragraph 0172; 0173; 0174; 0175. . Retrieved 2016/11/02.