3-Bromo-2-hydroxy-5-nitropyridine Chemical Properties

Melting point:

213-218℃

Boiling point:

300.9±42.0 °C(Predicted)

Density 

1.98±0.1 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

pka

6.58±0.10(Predicted)

form 

Solid

color 

White to Light yellow

InChI

InChI=1S/C5H3BrN2O3/c6-4-1-3(8(10)11)2-7-5(4)9/h1-2H,(H,7,9)

InChIKey

KWSOHRDMTWDAOI-UHFFFAOYSA-N

SMILES

C1(=O)NC=C([N+]([O-])=O)C=C1Br

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

22-37/38-41

Safety Statements 

26-39

RIDADR 

UN 2811 6.1 / PGIII

WGK Germany 

3

Hazard Note 

Irritant

HazardClass 

IRRITANT, KEEP COLD

HS Code 

2933399990

3-Bromo-2-hydroxy-5-nitropyridine Usage And Synthesis

Uses

 3-Bromo-2-hydroxy-5-nitropyridine is used widely in fields such as medicine, agricultural chemicals and organic syntheses.

Synthesis

General procedure for the synthesis of 3-bromo-2-hydroxy-5-nitropyridine from 2-hydroxy-5-nitropyridine: Step 1: A mixture of 2-hydroxy-5-nitropyridine (50 g, 0.358 mol) and water (7 L) was heated to 40 °C, followed by the slow dropwise addition of bromine (21 mL, 0.393 mol) over 20 min. The reaction mixture was cooled to 10 °C after continuous stirring at 40 °C for 2.5 hours. The crude product was separated by filtration and the solid was washed with water and dried under vacuum to give 70 g of 3-bromo-2-hydroxy-5-nitropyridine as a solid (90% yield). The product had a melting point of 212-214 °C (accompanied by decomposition); 1H NMR (CD3OD) δ 8.66 (d, J = 2.9 Hz, 1H), 8.64 (d, J = 2.9 Hz, 1H).

References

[1] Patent: WO2015/92011, 2015, A1. Location in patent: Page/Page column 31
[2] Patent: WO2009/21696, 2009, A1. Location in patent: Page/Page column 42
[3] Patent: US2006/79522, 2006, A1. Location in patent: Page/Page column 8; 12-13
[4] Patent: US2006/79523, 2006, A1. Location in patent: Page/Page column 9; 13
[5] Patent: US2006/79524, 2006, A1. Location in patent: Page/Page column 9; 13

3-Bromo-2-hydroxy-5-nitropyridine(15862-33-6)Related Product Information

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• 3-Bromo-5-hydroxypyridine
• CHLOROPHOSPHONAZO III
• 2-Chloro-5-chloromethylpyridine
• 2,5-Dimethylpyridine
• 4-Ethyl-5-fluoro-6-hydroxypyrimidine
• 2-Hydroxypyridine
• 2-Hydroxy-5-nitropyridine
• Nitrobenzene
• Bromine
• Nitromethane
• NITROGEN DIOXIDE
• 3-Bromo-2-methoxy-5-nitropyridine
• 5-BROMO-2-HYDROXY-3-NITROPYRIDINE,3-Bromo-6-hydroxy -5-nitropyridine,5-Bromo-3-nitro-2-pyridinol, 5-Bromo-2-hydroxy-3-nitropyridine
• 3-Bromo-4-hydroxy-5-nitropyridine
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• 2-Bromo-6-hydroxy-3-nitropyridine
• 2-Ethoxy-3-Bromo-5-Nitropyridine