IMIDAZO[1,2-A]PYRAZINE Chemical Properties

Melting point:

90-94 °C

Density 

1.29

storage temp. 

Sealed in dry,Room Temperature

pka

4.30±0.30(Predicted)

form 

solid

color 

dark brown

InChI

InChI=1S/C6H5N3/c1-3-9-4-2-8-6(9)5-7-1/h1-5H

InChIKey

MBVAHHOKMIRXLP-UHFFFAOYSA-N

SMILES

C12=NC=CN1C=CN=C2

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38-43

Safety Statements 

26-36/37

WGK Germany 

3

HS Code 

2933998090

IMIDAZO[1,2-A]PYRAZINE Usage And Synthesis

Uses

Imidazo[1,2-a]pyrazine is a biochemical reagent that can be used as a biological material or organic compound for life science related research[1].

Definition

ChEBI: Imidazo[1,2-a]pyrazine is an imidazopyrazine, a polycyclic heteroarene and an azaarene.

Synthesis

Pyrazin-2-amine (5 g, 52 mmol) and 40% 2-chloroacetaldehyde solution (15 mL, 78 mmol) were used as raw materials and sodium bicarbonate (6.60 g, 78 mmol) was added as base. The reaction mixture was stirred at 100 °C for 48 hours. After completion of the reaction, it was cooled to room temperature and neutralized by adding 100 mL of saturated potassium carbonate solution, followed by extraction with dichloromethane (100 mL x 3). The organic phases were combined, dried with anhydrous sodium sulfate and filtered to remove the desiccant. The filtrate was concentrated under reduced pressure to afford the target product imidazo[1,2-a]pyrazine (3 g, 50.0% yield) as a brown solid. Mass spectrometry analysis (ESI) showed m/z: 120.1 [M + 1].

References

[1] Bergmeyer H U, et al. Biochemical reagents[M]//Methods of Enzymatic Analysis. Academic Press, 1965: 967-1037.

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