Identification | Back Directory | [Name]
3-Bromo-4-hydroxy-5-nitropyridine | [CAS]
31872-65-8 | [Synonyms]
3-broMo-5-nitro-4-pyridone 5-BroM-3-nitro-4-pyridinol 3-Bromo-5-nitro-4-pyridinol 4-Pyridinol, 3-broMo-5-nitro- 3-Bromo-4-hydroxy-5-nitropyridine 4-Hydroxy-3-nitro-5-broMopyridine 3-Bromo-4-hydroxy-5-nitropyridine ISO 9001:2015 REACH | [Molecular Formula]
C5H3BrN2O3 | [MDL Number]
MFCD08692339 | [MOL File]
31872-65-8.mol | [Molecular Weight]
219 |
Chemical Properties | Back Directory | [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 |
Hazard Information | Back Directory | [Synthesis]
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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