3,5-DICHLOROPYRAZINE-2-CARBOXAMIDE Chemical Properties

Boiling point:

299.4±40.0 °C(Predicted)

Density 

1.620±0.06 g/cm3(Predicted)

storage temp. 

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

pka

12.99±0.50(Predicted)

Appearance

White to yellow Solid

Safety Information

HS Code 

2933998090

3,5-DICHLOROPYRAZINE-2-CARBOXAMIDE Usage And Synthesis

Synthesis

The general procedure for the synthesis of 3,5-dichloropyrazine-2-carboxamide from 2,6-dichloropyrazine and the compound (CAS:77287-34-4) was as follows: to a mixed solution containing 2,6-dichloropyrazine (11.0 g, 73.8 mmol) and formamide (58.6 mL, 1,476 mmol) was slowly added dropwise sodium persulfate (17.1 g, 71.7 mmol). The reaction mixture was stirred at 90 °C for 2 hours, followed by continued stirring at room temperature for 12 hours. After completion of the reaction, the reaction mixture was diluted with water and then extracted with isopropanol/chloroform (1:3, v/v) and the organic phase was washed with brine. The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography (eluent: 70% n-hexane/ethyl acetate) to afford 3,5-dichloropyrazine-2-carboxamide (5.06 g, 36% yield) as an oil.

References

[1] Organic Letters, 2013, vol. 15, # 9, p. 2156 - 2159
[2] Patent: WO2016/6975, 2016, A2. Location in patent: Paragraph 457-459
[3] Patent: KR2016/7347, 2016, A. Location in patent: Paragraph 0359; 0360; 0361; 0362
[4] Patent: WO2018/22992, 2018, A1. Location in patent: Paragraph 0723; 0724
[5] Patent: US2018/72743, 2018, A1. Location in patent: Paragraph 1328-1329

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