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76066-07-4

76066-07-4 Structure

76066-07-4 Structure
IdentificationBack Directory
[Name]

2-Bromo-3-methoxy-6-nitropyridine
[CAS]

76066-07-4
[Synonyms]

2-Bromo-3-methoxy-6-nitropyridine
6-Bromo-5-methoxy-2-nitropyridine
Pyridine, 2-bromo-3-methoxy-6-nitro-
[EINECS(EC#)]

675-760-5
[Molecular Formula]

C6H5BrN2O3
[MDL Number]

MFCD06662266
[MOL File]

76066-07-4.mol
[Molecular Weight]

233.02
Chemical PropertiesBack Directory
[Appearance]

Off-White Solid
[Melting point ]

140-1420C
[Boiling point ]

364.4±37.0 °C(Predicted)
[density ]

1.730±0.06 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,Room Temperature
[solubility ]

DMSO (Slightly), Methanol (Slightly)
[form ]

Solid
[pka]

-10.90±0.10(Predicted)
[color ]

White to Off-White
Hazard InformationBack Directory
[Chemical Properties]

Off-White Solid
[Synthesis]

2-BROMO-3-METHOXYPYRIDINE

24100-18-3

2-Bromo-3-methoxy-6-nitropyridine

76066-07-4

General procedure for the synthesis of 2-bromo-3-methoxy-6-nitropyridine from 2-bromo-3-methoxypyridine: 2-bromo-3-methoxypyridine (4.45 g, 23.7 mmol) was slowly added to a mixture of fuming nitric acid and concentrated sulfuric acid (1:1, v/v, total of 18 mL) that had been pre-cooled to 0 °C. The reaction mixture was kept stirred at 55 °C for 1.5 hours. Upon completion of the reaction, the mixture was carefully poured into ice water (150 mL) and a precipitate was immediately generated. The resulting precipitate was the target product 2-bromo-3-methoxy-6-nitropyridine, which could be used in the subsequent reaction without further purification. Yield: 3.54 g (64%) as a light yellow solid.1H NMR (DMSO-d6, 400 MHz) δ 8.41 (d, 1H), 7.80 (d, 1H), 4.06 (s, 3H).

[References]

[1] Journal of Medicinal Chemistry, 2009, vol. 52, # 3, p. 637 - 645
[2] Tetrahedron, 1986, vol. 42, # 5, p. 1475 - 1485
[3] Pharmazie, 2000, vol. 55, # 12, p. 907 - 912
[4] Journal of Medicinal Chemistry, 1981, vol. 24, # 1, p. 39 - 42
[5] Patent: WO2007/51981, 2007, A1. Location in patent: Page/Page column 56
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H319-H335-H302+H312+H332-H315
[Precautionary statements ]

P280-P301+P312-P362+P364
[HS Code ]

2933399990
Spectrum DetailBack Directory
[Spectrum Detail]

2-Bromo-3-methoxy-6-nitropyridine(76066-07-4)1HNMR
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