5-BROMO-2-HYDROXY-4-METHYLPYRIDINE Chemical Properties

Melting point:

198-202 °C (lit.)

Boiling point:

291.8±40.0 °C(Predicted)

Density 

1.5296 (rough estimate)

refractive index 

1.5500 (estimate)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

form 

Solid

pka

9.99±0.10(Predicted)

color 

Off-white

Water Solubility 

Slightly soluble in water.

CAS DataBase Reference

164513-38-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

22-37/38-41

Safety Statements 

26

WGK Germany 

3

Hazard Note 

Harmful

HazardClass 

IRRITANT

HS Code 

2933399990

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

5-BROMO-2-HYDROXY-4-METHYLPYRIDINE Usage And Synthesis

Chemical Properties

light yellow powder

Uses

It is used for medicine.

Synthesis

The general procedure for the synthesis of 5-bromo-2-hydroxy-4-methylpyridine using 2-amino-5-bromo-4-methylpyridine as starting material was as follows: an aqueous solution (14 ml) of sodium nitrite (5.44 g, 78.8 mmol) was added slowly and dropwise at 0-5°C to 20% of a 20% solution containing 2-amino-5-bromo-4-methylpyridine (12.83 g, 68.6 mmol) in sulfuric acid solution (69 ml). The reaction mixture was stirred at 0°C for 1 hour and then heated to reflux for 1 hour. Subsequently, the reaction solution was alkalized to pH 10 with 40% sodium hydroxide solution and after cooling to 5°C, the precipitated product was isolated by filtration. The product was recrystallized from ethanol to give 5-bromo-2-hydroxy-4-methylpyridine (5.97 g, 31% yield) as white needle-like crystals (melting point 200°-201°C). NMR hydrogen spectrum (D6-DMSO) δH: 2.17 (3H, single peak, CH3), 6.40 (1H, single peak, 3-H), 7.76 (1H, single peak, 6-H), 11.58 (1H, single peak, NH). Mass spectrum (EI) m/z: 189 (M+, 100%), 187 (M+, 97%). Measured molecular weight: 186.9634 (theoretical molecular weight of C6H6NOBr is 186.9633).

References

[1] Patent: US5536745, 1996, A
[2] Tetrahedron Letters, 1994, vol. 35, # 22, p. 3771 - 3774

5-BROMO-2-HYDROXY-4-METHYLPYRIDINE(164513-38-6)Related Product Information

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