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79491-46-6

79491-46-6 Structure

79491-46-6 Structure
IdentificationBack Directory
[Name]

2,6-dibroMo-3-Methoxy-5-nitropyridine
[CAS]

79491-46-6
[Synonyms]

2,6-dibroMo-3-Methoxy-5-nitropyridine
Pyridine, 2,6-dibromo-3-methoxy-5-nitro-
[Molecular Formula]

C6H4Br2N2O3
[MDL Number]

MFCD18632733
[MOL File]

79491-46-6.mol
[Molecular Weight]

311.92
Chemical PropertiesBack Directory
[Melting point ]

113-114 °C(Solv: ligroine (8032-32-4))
[Boiling point ]

342.5±37.0 °C(Predicted)
[density ]

2.067±0.06 g/cm3(Predicted)
[storage temp. ]

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

-12.06±0.10(Predicted)
[Appearance]

Light yellow to orange Solid
Hazard InformationBack Directory
[Synthesis]

2,6-dibroMo-3-Methoxypyridine

79491-45-5

2,6-dibroMo-3-Methoxy-5-nitropyridine

79491-46-6

The general procedure for the synthesis of 2,6-dibromo-3-methoxy-5-nitropyridine using 2,6-dibromo-3-methoxypyridine as starting material was as follows: first, concentrated sulfuric acid (16 mL) was slowly added to the reaction vessel at 0 °C. Subsequently, 2,6-dibromo-3-methoxypyridine (3.4 g, 13 mmol) was added in batches, and the process was completed within 20 min. Next, 90% fuming nitric acid (16 mL, 318 mmol) was added dropwise to the reaction system. After installing a reflux condenser, the reaction mixture was gradually warmed to room temperature, then heated to 65 °C and maintained at this temperature for 2 hours. Upon completion of the reaction, the mixture was slowly poured into a 500 mL beaker containing ice. After the ice was completely melted, the mixture was vacuum filtered and the resulting solid was washed with a small amount of cold water. Finally, the collected solid was dried under vacuum to afford the target product 2,6-dibromo-3-methoxy-5-nitropyridine (1.67 g, 5.4 mmol) in 42% yield as a light yellow solid.

[References]

[1] Australian Journal of Chemistry, 1981, vol. 34, # 4, p. 927 - 932
[2] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 24, p. 5630 - 5634
[3] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 15, p. 4298 - 4311
[4] Patent: EP2017277, 2009, A1. Location in patent: Page/Page column 30
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