(5-nitropyridin-2-yl)hydrazine Chemical Properties

Melting point:

205-206 °C (decomp)

Boiling point:

266.3±43.0 °C(Predicted)

Density 

1.60±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Store in freezer, under -20°C

form 

solid

pka

4.13±0.70(Predicted)

color 

Green

Safety Information

HazardClass 

IRRITANT

HS Code 

2933399990

(5-nitropyridin-2-yl)hydrazine Usage And Synthesis

Synthesis

The general procedure for the synthesis of 2-hydrazino-5-nitropyridine from 2-chloro-5-nitropyridine was as follows: 47.6 g (0.3 mol) of 2-chloro-5-nitropyridine was suspended in a solvent mixture of 400 ml of methanol and 60 ml of water, prepared as a slurry and cooled to 10 °C. The above slurry was slowly added to 86 g of 95% hydrazine solution cooled to below 30°C under stirring and the addition time was controlled to be more than 10 minutes. During the reaction, the solid first dissolved and subsequently precipitated a yellow-green precipitate. The reaction mixture was heated to reflux and stirred continuously for 30 minutes. Upon completion of the reaction, the light green solid product was collected by filtration and washed with cold methanol. The resulting solid was resuspended in 200 mL of cold water, washed and dried under vacuum to give 40.1 g of 2-hydrazino-5-nitropyridine in 87% yield.

References

[1] Journal of Medicinal Chemistry, 1997, vol. 40, # 26, p. 4420 - 4425
[2] Patent: GB255811,
[3] Patent: US1733695,
[4] Chem.Abstr., 1927, vol. 21, p. 594
[5] Patent: GB247188,

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