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3-Bromo-4-hydroxy-5-nitropyridine

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3-Bromo-4-hydroxy-5-nitropyridine Basic information

Product Name:
3-Bromo-4-hydroxy-5-nitropyridine
Synonyms:
  • 3-Bromo-4-hydroxy-5-nitropyridine
  • 3-broMo-5-nitro-4-pyridone
  • 5-BroM-3-nitro-4-pyridinol
  • 4-Hydroxy-3-nitro-5-broMopyridine
  • 4-Pyridinol, 3-broMo-5-nitro-
  • 3-Bromo-5-nitro-4-pyridinol
  • 3-Bromo-4-hydroxy-5-nitropyridine ISO 9001:2015 REACH
  • 3-Bromo-5-nitro-4-hydroxy-pyridine
CAS:
31872-65-8
MF:
C5H3BrN2O3
MW:
218.99
Mol File:
31872-65-8.mol
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3-Bromo-4-hydroxy-5-nitropyridine Chemical Properties

Boiling point:
341.8±37.0 °C(Predicted)
Density 
2.006±0.06 g/cm3(Predicted)
storage temp. 
Inert atmosphere,Room Temperature
form 
powder to crystal
pka
-1.63±0.38(Predicted)
color 
White to Light yellow to Light orange
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
2933399990
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3-Bromo-4-hydroxy-5-nitropyridine Usage And Synthesis

Synthesis

5435-54-1

31872-65-8

Step 1. Synthesis of 3-bromo-5-nitropyridin-4-ol To a suspension of 4-hydroxy-3-nitropyridine (7.00 g, 50 mmol) in water (50 mL), bromine (3.23 mL, 63 mmol) was added slowly and dropwise at room temperature. The reaction mixture was stirred at room temperature for 1 hour, followed by heating to 50 °C and maintained for 2 hours. Upon completion of the reaction, the mixture was cooled to room temperature and stirring was continued for 1 hour. The solid product was collected by filtration, washed well with water and dried under vacuum for 2 days to afford 3-bromo-5-nitropyridin-4-ol 9.54 g in 87% yield.

References

[1] Patent: WO2005/37198, 2005, A2. Location in patent: Page/Page column 26
[2] Patent: WO2006/38773, 2006, A1. Location in patent: Page/Page column 57
[3] Patent: WO2005/37198, 2005, A2. Location in patent: Page/Page column 26
[4] Tetrahedron Letters, 2012, vol. 53, # 4, p. 377 - 379
[5] Journal of Medicinal Chemistry, 2014, vol. 57, # 6, p. 2462 - 2471

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