2-BROMO-6-HYDRAZINYLPYRIDINE Chemical Properties

Melting point:

117-118℃

Boiling point:

265.9±50.0 °C(Predicted)

Density 

1.82±0.1 g/cm3(Predicted)

storage temp. 

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

solubility 

soluble in Methanol

form 

Solid

pka

9.08±0.70(Predicted)

color 

Pale brown

Safety Information

Hazard Codes 

Xi

HazardClass 

IRRITANT

HazardClass 

6.1

HS Code 

2933399990

2-BROMO-6-HYDRAZINYLPYRIDINE Usage And Synthesis

Uses

2-Bromo-6-hydrazinylpyridine is used as an intermediate in organic synthesis for the production and research of other compounds.

Synthesis

General procedure for the synthesis of 2-bromo-6-hydrazinopyridine from 2,6-dibromopyridine: commercially available 2,6-dibromopyridine (4.12 g, 16.6 mmol) was suspended in ethanol (40 mL), followed by the addition of hydrazine hydrate (10 mL, 97.6 mmol, 50-60% aqueous solution). The reaction mixture was heated and refluxed in a sand bath at 115°C for 18 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure and the resulting residue was purified by silica gel column chromatography with the eluent ethyl acetate/n-heptane (60/40, v/v) to afford 2-bromo-6-hydrazinopyridine as an off-white solid (3.05 g, 93% yield).1H-NMR (400 MHz, CDCl3) δ: 7.33 (t, 1H), 6.83 (d, 1H ), 6.67 (d, 1H), 6.00 (br-s, 1H), 3.00-3.33 (br-s, 2H).

References

[1] Patent: US2011/256064, 2011, A1. Location in patent: Page/Page column 22
[2] Patent: EP2377860, 2011, A1. Location in patent: Page/Page column 29
[3] Patent: US2011/280808, 2011, A1. Location in patent: Page/Page column 54
[4] Patent: WO2015/110263, 2015, A1. Location in patent: Page/Page column 159
[5] Patent: US2017/2005, 2017, A1. Location in patent: Paragraph 0760; 0761; 0762; 0763

2-BROMO-6-HYDRAZINYLPYRIDINE(26944-71-8)Related Product Information

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• 2-CHLOROMETHYL-3,5-DIMETHYL-4-NITROPYRIDINE
• 5-bromo-2-hydrazinylpyridine-3-carbonitrile
• 5-BROMO-2-HYDRAZINYLPYRIDINE
• 3-bromo-6-hydrazinylpyridine-2-carboxylic acid
• 2-BROMO-6-HYDRAZINYLPYRIDINE