2-AMINO-5-BROMO-3-METHYLPYRAZINE Chemical Properties

Boiling point:

272.4±35.0 °C(Predicted)

Density 

1.699±0.06 g/cm3(Predicted)

storage temp. 

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

pka

2.00±0.10(Predicted)

Appearance

Off-white to yellow Solid

InChI

InChI=1S/C5H6BrN3/c1-3-5(7)8-2-4(6)9-3/h2H,1H3,(H2,7,8)

InChIKey

VZZCBPAGRWGQDG-UHFFFAOYSA-N

SMILES

C1(N)=NC=C(Br)N=C1C

Safety Information

HS Code 

2933998090

2-AMINO-5-BROMO-3-METHYLPYRAZINE Usage And Synthesis

Synthesis

1. A chloroform (40 mL) solution of bromine (0.26 mL) was added slowly and dropwise to a stirred chloroform (100 mL) solution of 2-amino-3-methylpyrazine (0.453 g) and pyridine (0.4 mL) under conditions protected from light. The reaction mixture was stirred continuously in sunlight for 1 h. 2. After continuing to stir the reaction mixture for 30 min, it was quenched by addition of water (25 mL). 3. The organic layer was separated and dried with anhydrous magnesium sulfate (MgSO?) followed by evaporation of the solvent under reduced pressure to give a brown oily substance. 4. Purification of the above mentioned oily substance was performed by silica gel column chromatography using dichloromethane as an eluent to give the target compound 2-amino-5 -bromo-3-methylpyrazine as a white solid (0.312 g, 28% yield) with a melting point of 51-52°C. 5. Mass spectrometry analysis (positive ion chemical ionization mode): m/z 188 ([M + H]+). 6.

References

[1] Journal of Heterocyclic Chemistry, 1980, vol. 17, p. 143 - 147
[2] Patent: US5861401, 1999, A

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