5-Chloropyrazine-2-carbonitrile

Base Information

• Chemical Name: 5-Chloropyrazine-2-carbonitrile
• CAS No.: 36070-75-4
• Molecular Formula: C5H2ClN3
• Molecular Weight: 139.544
• Hs Code.: 2933990090
• European Community (EC) Number: 640-607-3
• DSSTox Substance ID: DTXSID60485516
• Nikkaji Number: J1.070.043D
• Wikidata: Q72517994
• Mol file: 36070-75-4.mol

Synonyms:5-Chloropyrazine-2-carbonitrile;36070-75-4;2-Chloro-5-cyanopyrazine;5-Chloro-pyrazine-2-carbonitrile;5-Chloro-2-cyanopyrazine;MFCD09607700;Pyrazinecarbonitrile, 5-chloro-;SCHEMBL610366;5-CYANO-2-CHLOROPYRAZINE;DTXSID60485516;GTYRFWMSDBGPTI-UHFFFAOYSA-N;BCP23349;GEO-04626;2-chloro-5-cyanopyrazine, AldrichCPR;AKOS006238825;5-CHLORO-2-PYRAZINECARBONITRILE;CS-W003619;PB18987;PS-5128;AC-27087;PD065116;SY013569;AM20070346;FT-0650107;EN300-68645;A847718;Q-103322;Z1095350204

Chemical Property of 5-Chloropyrazine-2-carbonitrile

Chemical Property:

• Vapor Pressure: 0.036mmHg at 25°C
• Melting Point: 44-45oC
• Refractive Index: 1.568
• Boiling Point: 241.552 °C at 760 mmHg
• PKA: -5.41±0.10(Predicted)
• Flash Point: 99.887 °C
• PSA: 49.57000
• Density: 1.43g/cm³
• LogP: 1.00168
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.9
• 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:

97% ^*data from raw suppliers

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

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5-Chloropyrazine-2-carbonitrile

There total 4 articles about 5-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: 60.0%

5-chloro-pyrazine-2-carboxylic acid amide (21279-64-1) → 5-chloro-2-pyrazinecarbonitrile (36070-75-4)

Guidance literature:

With cyanogen chloride; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1021/acs.jmedchem.5b00678

Reference yield:

pyrazinamide (98-96-4) → 6-chloropyrazine-2-carbonitrile (6863-74-7) + 5-chloro-2-pyrazinecarbonitrile (36070-75-4) + 2-chloro-3-cyanopyrazine (55557-52-3)

Guidance literature:

pyrazinamide; With dihydrogen peroxide; acetic acid; at 90 ℃; for 6h;

With trichlorophosphate; at 90 ℃; for 1h; Further stages.;

DOI:10.1002/ardp.200700119

Reference yield:

2-pyrazinecarboxamide-4-oxide (768-36-5) → 2-pyrazine carbonitrile (19847-12-2) + 6-chloropyrazine-2-carbonitrile (6863-74-7) + 5-chloro-2-pyrazinecarbonitrile (36070-75-4) + 2-chloro-3-cyanopyrazine (55557-52-3)

Guidance literature:

With trichlorophosphate; for 2h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

upstream raw materials:

2-pyrazinecarboxamide-4-oxide

3-pyrazinecarbonitrile N-oxide

pyrazinamide

5-chloro-pyrazine-2-carboxylic acid amide

Downstream raw materials:

5-chloro-pyrazine-2-carboxylic acid amide

1,4-bis-(2'-cyanopyrazin-5'-yl)phenylene

[(3R,4S)-1-(5-cyanopyrazin-2-yl)-4-(2,5-difluorophenyl)pyrrolidin-3-yl]carbamic acid tert-butyl ester

3-{[5-(N'-hydroxycarbamimidoyl)pyrazin-2-yl]oxy}-5-isopropoxy-N-(1-methyl-1H-pyrazol-3-yl)benzamide