4-Bromopyridine N-Oxide Chemical Properties

Melting point:

163℃ (Decomposition)

Boiling point:

336.2±15.0 °C(Predicted)

Density 

1.66±0.1 g/cm3(Predicted)

storage temp. 

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

solubility 

Dimethyl Sulfoxide, Methanol

form 

Solid

pka

0?+-.0.10(Predicted)

color 

Red-Brown

CAS DataBase Reference

14248-50-1

Safety Information

HS Code 

2933399990

4-Bromopyridine N-Oxide Usage And Synthesis

Chemical Properties

Red-Brown Solid

Synthesis

Step a: Synthesis of 4-bromopyridine nitrogen oxides 4-Bromopyridine hydrochloride (25 g, 128 mmol) was dissolved in dichloromethane (250 mL) and potassium carbonate (21.25 g, 153 mmol) was added. The reaction mixture was stirred for 2 hours and then m-chloroperbenzoic acid (44 g, 256 mmol) was added. Stirring was continued at room temperature for 16 h. Solid precipitated during the reaction. The solid was collected by filtration and washed with ethyl acetate (2 x 200 mL). The filtrate was concentrated to obtain the solid product, which was further washed with a solvent mixture of ether and hexane (3 x 30 mL, 1:1 v/v). The final 4-bromopyridine nitride (20 g, 90% yield) was obtained and used directly in the next reaction without further purification.

References

[1] Patent: WO2012/160464, 2012, A1. Location in patent: Page/Page column 126-127
[2] Patent: US2014/155398, 2014, A1. Location in patent: Paragraph 0767
[3] Organic Letters, 2016, vol. 18, # 14, p. 3386 - 3389
[4] Patent: US2009/239876, 2009, A1. Location in patent: Page/Page column 24

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