Pyrazinecarboxamide, 3-amino- (7CI,9CI) Chemical Properties

Melting point:

239.3 °C

Boiling point:

375.8±37.0 °C(Predicted)

Density 

1.426±0.06 g/cm3(Predicted)

storage temp. 

2-8°C(protect from light)

form 

Solid

pka

13.68±0.50(Predicted)

Appearance

Light brown to brown Solid

CAS DataBase Reference

32587-10-3

Pyrazinecarboxamide, 3-amino- (7CI,9CI) Usage And Synthesis

Synthesis Reference(s)

Journal of the American Chemical Society, 81, p. 2472, 1959 DOI: 10.1021/ja01519a047

Synthesis

Example 2 Synthesis of 3-aminopyrazine-2-carboxamide (Intermediate 1): methyl 3-aminopyrazine-2-carboxylate (5.0 g, 33 mmol) was dissolved in concentrated ammonium hydroxide solution (30 mL), heated to 60°C and kept for 3 hours. After completion of the reaction, the mixture was cooled to room temperature and the precipitated solid was collected by filtration. The solid was washed well with water and ether in turn to afford the title compound 3-aminopyrazine-2-carboxamide as a brown solid (3.7 g, 82% yield). The product was characterized by 1H NMR (500 MHz, DMSO-d6): δ 8.19 (d, J = 2.4 Hz, 1H), 8.07 (br s, 2H), 7.80 (d, J = 2.4 Hz, 1H), 7.59 (br s, 2H). Mass spectrum (ES+): m/z 139 ([M + H]+).

References

[1] Journal of Heterocyclic Chemistry, 2012, vol. 49, # 4, p. 865 - 872
[2] Patent: CN106699759, 2017, A. Location in patent: Paragraph 0050; 0051; 0052
[3] Patent: US2007/259876, 2007, A1. Location in patent: Page/Page column 17
[4] Journal of the American Chemical Society, 1945, vol. 67, p. 1711
[5] Patent: US2011/118269, 2011, A1. Location in patent: Page/Page column 13

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