3-Chloropyrazine-2-carbonitrile
- Product Name
- 3-Chloropyrazine-2-carbonitrile
- CAS No.
- 55557-52-3
- Chemical Name
- 3-Chloropyrazine-2-carbonitrile
- Synonyms
- BUTTPARK 29\04-93;Favipiravir Impurity2;Favipiravir Impurity16;Favipiravir Impurity 32;2-CHLORO-3-CYANOPYRAZINE;3-Chloro-2-cyanopyrazine;2-Chloro-3-cyannopyrazine;oropyrazine-2-carbonitriL;3-Chloropyrazine-2-carbon...;3-Chlorpyrazin-2-carbonitril
- CBNumber
- CB1105450
- Molecular Formula
- C5H2ClN3
- Formula Weight
- 139.54
- MOL File
- 55557-52-3.mol
3-Chloropyrazine-2-carbonitrile Property
- Melting point:
- 45-47°C
- Boiling point:
- 264.1±35.0 °C(Predicted)
- Density
- 1.43±0.1 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- pka
- -5.41±0.10(Predicted)
- form
- solid
- color
- Light brown to black
- InChI
- InChI=1S/C5H2ClN3/c6-5-4(3-7)8-1-2-9-5/h1-2H
- InChIKey
- SDLFAEGTVBPHBK-UHFFFAOYSA-N
- SMILES
- C1(C#N)=NC=CN=C1Cl
- CAS DataBase Reference
- 55557-52-3(CAS DataBase Reference)
Safety
- Hazard Codes
- Xn
- Risk Statements
- 20/21/22-36/37/38-41-37/38-22
- Safety Statements
- 26-36/37/39-39
- RIDADR
- 3276
- Hazard Note
- Harmful
- HS Code
- 2933998090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P260Do not breathe dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P312Call a POISON CENTER or doctor/physician if you feel unwell.
N-Bromosuccinimide Price
- Product number
- C381220
- Product name
- 3-Chloropyrazine-2-carbonitrile
- Packaging
- 100g
- Price
- $470
- Updated
- 2021/12/16
- Product number
- 068807
- Product name
- 3-Chloropyrazine-2-carbonitrile
- Purity
- >95%
- Packaging
- 5g
- Price
- $12
- Updated
- 2021/12/16
- Product number
- X4712
- Product name
- 2-Chloro-3-cyanopyrazine
- Packaging
- 5g
- Price
- $14
- Updated
- 2021/12/16
- Product number
- OR3400
- Product name
- 3-Chloropyrazine-2-carbonitrile
- Purity
- 98%
- Packaging
- 5g
- Price
- $18
- Updated
- 2021/12/16
- Product number
- 3H37-5-01
- Product name
- 2-Chloro-3-cyanopyrazine
- Purity
- 98%
- Packaging
- 5G
- Price
- $20
- Updated
- 2021/12/16
3-Chloropyrazine-2-carbonitrile Chemical Properties,Usage,Production
Uses
3-Chloropyrazine-2-carbonitrile is a reactant in the syntheses of tuberculostatic pyrazine derivatives.
Synthesis
19847-12-2
55557-52-3
General procedure for the synthesis of 2-chloro-3-cyanopyrazine from 2-cyanopyrazine: sulfonyl chloride (21.2 mL, 260.8 mmol) was slowly added to a solution of pyrazine-2-carbonitrile (6.90 g, 65.65 mmol) in toluene (48 mL) and DMF (5 mL) over 10 minutes. The reaction mixture was stirred in an ice bath for 30 minutes, followed by gradual warming to room temperature and continued stirring for 5 hours. After completion of the reaction, the toluene layer was decanted and the residual slightly reddish oily material was extracted three times with ether. The toluene and ether layers were combined, quenched with ice water and cooled in an ice bath. Subsequently, the combined organic layers were neutralized with solid NaHCO3, separated and the aqueous layer was further extracted with ether. All organic layers were combined, washed with water, dried over anhydrous Na2SO4, filtered and the solvent evaporated under reduced pressure to give the crude product 2-chloro-3-cyanopyrazine. The crude product was purified by silica gel column chromatography (eluent: 100% dichloromethane) to afford 3-chloropyrazine-2-carbonitrile (4.7 g, 51% yield) as a white powder. The product characterization data were as follows: Rf = 0.76 (dichloromethane); melting point 44-46 °C (literature value: 47-48 °C); IR (KBr) νmax (cm-1): 3088 (νCHar), 2242 (νCN), 1377 (νC=C), 1087 (νC-N); 1H NMR (400 MHz, DMSO-d6): δ 8.91 (d, 1H, J = 2.4 Hz, H-6), 8.88 (d, 1H, J = 2.4 Hz, H-5); 13C NMR (100 MHz, DMSO-d6): δ 150.67 (C-3), 147.97 (C-5), 144.26 (C-6), 129.87 (C-2), 114.66 (CN); MS (ESI) m/z (%): 140.3 (100) [M + H]+, 142.3 (40) [M + H + 2]+. Elemental analysis (C5H2ClN3) Calculated values: C, 43.04; H, 1.44; N, 30.11. Measured values: C, 43.18; H, 1.45; N, 30.16.
References
[1] European Journal of Medicinal Chemistry, 2012, vol. 58, p. 171 - 183
[2] Patent: EP1582521, 2005, A1. Location in patent: Page/Page column 133-134
[3] Magnetic Resonance in Chemistry, 2009, vol. 47, # 7, p. 617 - 624
3-Chloropyrazine-2-carbonitrile Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 3-Chloropyrazine-2-carbonitrile manufacturers
- Product
- Favipiravir Impurity 55557-52-3
- Price
- US $0.00-0.00/mg
- Min. Order
- 10mg
- Purity
- 98
- Supply Ability
- 10000000
- Release date
- 2025-02-20
- Product
- 3-Chloropyrazine-2-carbonitrile 55557-52-3
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1ton
- Release date
- 2022-09-29
- Product
- 3-Chloropyrazine-2-carbonitrile 55557-52-3
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1 ton
- Release date
- 2023-12-23