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2-Pyridin-4-ylacetohydrazide

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2-Pyridin-4-ylacetohydrazide Basic information

Product Name:
2-Pyridin-4-ylacetohydrazide
Synonyms:
  • 2-Pyridin-4-ylacetohydrazide
  • 4-Pyridineacetic acid hydrazide
  • 2-pyridin-4-ylacetohydrazide(SALTDATA: FREE)
CAS:
69583-00-2
MF:
C7H9N3O
MW:
151.17
Product Categories:
  • Pyridines
Mol File:
69583-00-2.mol
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2-Pyridin-4-ylacetohydrazide Chemical Properties

Melting point:
85-86 °C(Solv: benzene (71-43-2))
Boiling point:
416.8±28.0 °C(Predicted)
Density 
1.208±0.06 g/cm3(Predicted)
storage temp. 
Inert atmosphere,Room Temperature
pka
12.38±0.37(Predicted)
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2-Pyridin-4-ylacetohydrazide Usage And Synthesis

Synthesis

54401-85-3

69583-00-2

General procedure for the synthesis of 2-(pyridin-4-yl)acetohydrazide from ethyl 4-pyridyl acetate: a mixture of hydrazine hydrate (0.27 mL, 9.08 mmol), ethyl pyridin-4-yl acetate (0.93 mL, 6.05 mmol), and ethanol (10 mL) was heated and reacted for 10 hours at 80 °C. Subsequently, hydrazine hydrate (0.6 mL) was added to the reaction system and the reaction continued to be heated at 80 °C for 14 hours. After completion of the reaction, the reaction solution was cooled to room temperature and concentrated under vacuum. The final 2-(pyridin-4-yl)acetylhydrazine (0.86 g, 95% yield) was obtained as a white solid. The structure of the product was confirmed by 1H NMR (DMSO-d6) and mass spectra (MS): 1H NMR (DMSO-d6) δ 9.29 (s, 1H), 8.47 (d, J = 5.6 Hz, 2H), 7.27 (d, J = 5.2 Hz, 2H), 4.28 (s, 2H), 3.39 (s, 2H); MS m/z 152 (M + 1).

References

[1] European Journal of Medicinal Chemistry, 2010, vol. 45, # 11, p. 4788 - 4796
[2] Journal of Labelled Compounds and Radiopharmaceuticals, 2016, vol. 59, # 14, p. 665 - 672
[3] Patent: WO2004/101512, 2004, A2. Location in patent: Page 87
[4] ChemMedChem, 2015, vol. 10, # 11, p. 1875 - 1883
[5] Journal of the American Chemical Society, 1953, vol. 75, p. 1933,1934

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