| Identification | Back Directory | [Name]
2-Hydroxy-3-amino-5-bromopyridine | [CAS]
39903-01-0 | [Synonyms]
EOS-61763
2-Amino-5-bromo-3-pyridinol
3-Pyridinol, 2-aMino-5-broMo-
3Hydroxy-2-aMino-5-broMopyridine
5-Bromo-3-hydroxy-2-aminopyridine
2(1H)-Pyridinone,3-amino-5-bromo-
2-Hydroxy-3-amino-5-bromopyridine
2-Amino-5-bromo-3-hydroxypyridine
2-Amino-5-bromo-3-hydroxypyridine >
2-Hydroxy-3-amino-5-bromo pyridine ,97%
2-Hydroxy-3-amino-5-bromopyridine ISO 9001：2015 REACH | [EINECS(EC#)]
689-734-6 | [Molecular Formula]
C5H5BrN2O | [MDL Number]
MFCD09744143 | [MOL File]
39903-01-0.mol | [Molecular Weight]
189.01 |
| Chemical Properties | Back Directory | [Melting point ]
204-207℃ | [Boiling point ]
368.7±42.0 °C(Predicted) | [density ]
1.898 | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
Solid | [pka]
11.48±0.10(Predicted) | [color ]
Off-white | [Water Solubility ]
Slightly soluble in water. | [InChI]
InChI=1S/C5H5BrN2O/c6-3-1-4(9)5(7)8-2-3/h1-2,9H,(H2,7,8) | [InChIKey]
YQADLKDQAXAIKW-UHFFFAOYSA-N | [SMILES]
C1(N)=NC=C(Br)C=C1O |
| Hazard Information | Back Directory | [Uses]
2-Amino-5-bromo-3-hydroxypyridine is used as an organic chemical synthesis intermediate. | [Synthesis]
General procedure for the synthesis of 3-hydroxy-2-amino-5-bromopyridine from 6-bromo-3H-oxazolo[4,5-b]pyridin-2-one: 6-bromo-3H-oxazolo[4,5-b]pyridin-2-one (21.5 g, 100 mmol) was suspended in 2N NaOH solution (250 mL, 500 mmol). The mixture was refluxed and reacted overnight until a clarified solution was formed. Upon completion of the reaction, the mixture was cooled to room temperature and subsequently neutralized with acid to a pH of about 7. During this process, the release of large amounts of CO2 gas as well as the formation of a precipitate was observed. The precipitate was collected by filtration, washed with water and dried under high vacuum to give the final 2-amino-5-bromopyridin-3-ol as an off-white solid (17.8 g, 98% yield). | [References]
[1] Patent: US2006/46991, 2006, A1. Location in patent: Page/Page column 33-34
[2] Patent: WO2006/21886, 2006, A1. Location in patent: Page/Page column 64; 65
[3] Heterocycles, 2001, vol. 55, # 7, p. 1329 - 1345
[4] Heterocycles, 1995, vol. 41, # 12, p. 2799 - 2810
[5] Tetrahedron Letters, 2014, vol. 55, # 9, p. 1528 - 1531 |
|
|