| Identification | Back Directory | [Name]
3-Bromo-2-hydroxy-5-nitropyridine | [CAS]
15862-33-6 | [Synonyms]
3-Bromo-5-nitro-2-pyridone
3-BROMO-5-NITRO-2-PYRIDINOL
3-Bromo-5-nitropyridin-2-ol
Pyridin-2-ol, 3-bromo-5-nitro-
3-BROMO-5-NITRO-2(1H)-PYRIDINONE
3-BROMO-2-HYDROXY-5-NITROPYRIDINE
3-BroMo-2-hydroxyY-5-nitropyridine
2(1H)-Pyridinone, 3-bromo-5-nitro-
3-bromo-5-nitro-(6CI)-2(1H)-Pyridone
3-bromo-5-nitro-(7CI,8CI)-2-Pyridinol
3-Bromo-2-hydroxy-5-nitropyridine >
3-Bromo-5-nitro-1,2-dihydropyridin-2-one
3-Bromo-2-hydroxy-5-nitropyridine ISO 9001：2015 REACH | [EINECS(EC#)]
640-197-6 | [Molecular Formula]
C5H3BrN2O3 | [MDL Number]
MFCD03840431 | [MOL File]
15862-33-6.mol | [Molecular Weight]
218.99 |
| Chemical Properties | Back Directory | [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 | [form ]
Solid | [pka]
6.58±0.10(Predicted) | [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 |
| Hazard Information | Back Directory | [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 |
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