2-BROMO-5-IODOPYRAZINE Chemical Properties

Melting point:

95-97°C

Boiling point:

273.7±35.0 °C(Predicted)

Density 

2.495±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

form 

powder

pka

-4.29±0.10(Predicted)

color 

Beige

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26

HS Code 

2933998090

2-BROMO-5-IODOPYRAZINE Usage And Synthesis

Synthesis

General procedure for the synthesis of 2-bromo-5-iodopyrazine from 2-amino-5-bromopyrazine: to a solution of DME (30 mL) containing 2-amino-5-bromopyrazine (1.25 g, 7.2 mmol) was added sequentially CsI (1.86 g, 7.2 mmol), iodine (0.92 g, 3.6 mmol), CuI (0.42 g, 2.2 mmol) and isoamyl nitrite (5.8 mL, 43.2 mmol). The reaction mixture was heated to 60 °C and gas was observed to escape. After 35 min of reaction, the mixture was cooled to room temperature, extracted with saturated aqueous NH4Cl solution (100 mL) and EtOAc (100 mL) and filtered through diatomaceous earth. The organic layer was separated, washed with 5% Na2S2O3 solution, dried over MgSO4 and concentrated to give the yellow solid product 2-bromo-5-iodopyrazine (1.50 g, 74% yield).GC-MS analysis showed molecular ion peaks m/z of 284 and 286 (M+).

References

[1] Patent: WO2004/811, 2003, A1. Location in patent: Page 197-198
[2] Chemistry - A European Journal, 2003, vol. 9, # 22, p. 5597 - 5604
[3] Patent: WO2008/24390, 2008, A2. Location in patent: Page/Page column 58
[4] Patent: US2008/45539, 2008, A1. Location in patent: Page/Page column 25
[5] Patent: WO2010/122151, 2010, A1. Location in patent: Page/Page column 61

2-BROMO-5-IODOPYRAZINE(622392-04-5)Related Product Information

• Iodopyrazine
• 2-BROMO-5-IODOPYRAZINE
• 5-BROMO-2-IODO-3-METHOXYPYRAZINE
• 2-IODOPYRAZINE