5-BROMO-PYRAZINE-2,3-DIAMINE Chemical Properties

Melting point:

212-216 °C (dec.)

Boiling point:

357.1±37.0 °C(Predicted)

Density 

1.956±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

solid

pka

2.72±0.10(Predicted)

color 

light brown

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-36/37/38-43

Safety Statements 

26-36/37

WGK Germany 

3

HS Code 

2933998090

5-BROMO-PYRAZINE-2,3-DIAMINE Usage And Synthesis

Uses

2,3-Diamino-5-bromopyrazine

Synthesis

The general procedure for the synthesis of 5-bromo-2,3-diaminopyrazine from 2-amino-3,5-dibromopyrazine was as follows: step 1: 2-amino-3,5-dibromopyrazine (3 g, 11.64 mmol) was suspended in a 25% aqueous ammonia solution (15 mL) in a sealed tube and the reaction was heated for 16 h at 110 °C. The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the reaction mixture was partitioned between ethyl acetate and water (3 x 50 mL). The organic phases were combined, washed with saturated brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography with 15% ethyl acetate-hexane mixed solvent as eluent to afford 5-bromo-2,3-diaminopyrazine as a yellow solid (2.1 g, 93% yield). Mass spectrum (electrospray ionization) m/z: 189 ([M+H]+).

References

[1] Patent: US2011/59118, 2011, A1. Location in patent: Page/Page column 81-82
[2] Bioorganic and Medicinal Chemistry, 1999, vol. 7, # 6, p. 1059 - 1065
[3] Patent: WO2017/64068, 2017, A1. Location in patent: Page/Page column 59; 60
[4] Patent: TWI523856, 2016, B. Location in patent: Paragraph 0078
[5] Patent: CN108395436, 2018, A. Location in patent: Paragraph 0010

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