| Identification | Back Directory | [Name]
5-BROMO-6-HYDROXYNICOTINIC ACID | [CAS]
41668-13-7 | [Synonyms]
6-Hydroxy-5-bromonicotinic acid
5-BROMO-6-HYDROXYNICOTINIC ACID
3-BROMO-5-CARBOXY-2(1H)-PYRIDINONE
5-Bromo-6-hydroxynicotinic acid 97%
5-Bromo-6-hydroxynicotinic acid ,97%
5-BROMO-6-HYDROXY-3-PYRIDINECARBOXYLIC ACID
5-BROMO-6-HYDROXYPYRIDINE-3-CARBOXYLIC ACID
5-broMo-6-oxo-1,6-dihydropyridine-3-carboxylic acid
5-broMo-1,6-dihydro-6-oxo-3-Pyridinecarboxylic acid
5-BROMO-6-HYDROXYNICOTINIC ACID ISO 9001：2015 REACH
3-Pyridinecarboxylic acid, 5-bromo-1,6-dihydro-6-oxo- | [Molecular Formula]
C6H4BrNO3 | [MDL Number]
MFCD08235173 | [MOL File]
41668-13-7.mol | [Molecular Weight]
218 |
| Chemical Properties | Back Directory | [Melting point ]
>300 | [Boiling point ]
348.1±42.0 °C(Predicted) | [density ]
2.015±0.06 g/cm3(Predicted) | [storage temp. ]
Keep Cold | [form ]
powder to crystal | [pka]
3.38±0.50(Predicted) | [color ]
White to Almost white | [InChI]
InChI=1S/C6H4BrNO3/c7-4-1-3(6(10)11)2-8-5(4)9/h1-2H,(H,8,9)(H,10,11) | [InChIKey]
PQDLYKZCJBGXPQ-UHFFFAOYSA-N | [SMILES]
C1NC(=O)C(Br)=CC=1C(O)=O |
| Hazard Information | Back Directory | [Chemical Properties]
Light green solid | [Synthesis]
Synthesis of 5-bromo-6-hydroxynicotinic acid: 6-hydroxynicotinic acid (8 g, 57.6 mmol) was suspended in water (30 mL) and bromine (4.2 mL, 81.4 mmol) was slowly added under ice bath cooling conditions. After addition, the reaction mixture was stirred at room temperature for 24 hours. Upon completion of the reaction, the solid product was collected by filtration, washed with water and dried in a vacuum oven at 40 °C for 24 h to afford 5-bromo-6-hydroxynicotinic acid (12.1 g, 97% yield) as a tan solid. The structure of the product was confirmed by 1H NMR (400 MHz, DMSO-d6): δ 8.04 (d, J = 2.53 Hz, 1H), 8.16 (d, J = 2.27 Hz, 1H), 12.59 (br s, 1H), 12.90 (br s, 1H). | [References]
[1] Journal of Medicinal Chemistry, 2013, vol. 56, # 24, p. 9874 - 9896
[2] Journal of Medicinal Chemistry, 2005, vol. 48, # 15, p. 4892 - 4909
[3] Patent: WO2007/70818, 2007, A1. Location in patent: Page/Page column 103
[4] Patent: WO2006/88919, 2006, A2. Location in patent: Page/Page column 134-135
[5] Patent: US2008/85906, 2008, A1. Location in patent: Page/Page column 15 |
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