ChemicalBook--->CAS DataBase List--->381233-75-6

381233-75-6

381233-75-6 Structure

381233-75-6 Structure
IdentificationBack Directory
[Name]

5-BROMO-3-IODO-PYRIDIN-2-OL
[CAS]

381233-75-6
[Synonyms]

5-bromo-3-iodopyrazin-2-ol
5-bromo-4-iodopyridin-2(1H)-one
5-BroMo-3-iodo-1H-pyridin-2-one
5-BroMo-3-iodopyridin-2(1H)-one
5-Bromo-2-hydroxy-3-iodopyridine
2-Hydroxy-3-iodo-5-bromopyridine
2(1H)-Pyridinone, 5-broMo-3-iodo-
5-Bromo-3-iodo-2-hydroxypyridine,97%
5-Bromo-2-hydroxy-3-iodopyridine 95+%
5-BroMo-3-iodo-2-hydroxypyridine, 97%
5‐bromo‐3‐iodo‐1,2‐dihydropyridin‐2‐one
5-bromo-2-hydroxy-3-iodopyridine, 5-bromo-3-iodopyridin-2-ol
[Molecular Formula]

C5H3BrINO
[MDL Number]

MFCD08688586
[MOL File]

381233-75-6.mol
[Molecular Weight]

299.9
Chemical PropertiesBack Directory
[Melting point ]

226-227℃
[Boiling point ]

307.9±42.0 °C(Predicted)
[density ]

2.55±0.1 g/cm3(Predicted)
[storage temp. ]

2-8°C(protect from light)
[pka]

8.52±0.10(Predicted)
[Appearance]

Light yellow to yellow Solid
[Sensitive ]

Light Sensitive
[InChI]

InChI=1S/C5H3BrINO/c6-3-1-4(7)5(9)8-2-3/h1-2H,(H,8,9)
[InChIKey]

WAUPPDAXWKLNNU-UHFFFAOYSA-N
[SMILES]

C1(=O)NC=C(Br)C=C1I
[CAS DataBase Reference]

381233-75-6
Questions And AnswerBack Directory
[Uses]

5-BROMO-3-IODO-PYRIDIN-2-OL can be used as a pharmaceutical synthesis intermediate. It can be prepared by using 2-amino-5-bromopyridine as a reactant to prepare 2-amino-5-bromo-3-iodopyridine, followed by further diazotization; or it can be prepared by iodination using 5-bromo-2-hydroxypyridine as a reactant.
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P280a-P304+P340-P305+P351+P338-P405-P501a
[Hazard Codes ]

Xi,Xn
[Risk Statements ]

22
[HazardClass ]

IRRITANT
[HS Code ]

2933399990
Spectrum DetailBack Directory
[Spectrum Detail]

5-BROMO-3-IODO-PYRIDIN-2-OL(381233-75-6)1HNMR
Hazard InformationBack Directory
[Synthesis]

2-Hydroxy-5-bromopyridine

13466-38-1

5-BROMO-3-IODO-PYRIDIN-2-OL

381233-75-6

General procedure for the synthesis of 5-bromo-3-iodopyridin-2(1H)-one from 2-hydroxy-5-bromopyridine: 5-bromo-2-hydroxypyridine (2.5 g, 14.4 mmol), iodosuccinimide (4.7 g, 20.9 mmol), and acetonitrile (40 mL) were mixed, and the reaction was stirred for 20 min at 82 °C. After completion of the reaction, the mixture was cooled to room temperature and the solid was collected by filtration. The filter cake was recrystallized with ethyl acetate to afford the target product 5-bromo-2-hydroxy-3-iodopyridine (4.0 g) in 92.6% yield.

[References]

[1] Patent: CN108084186, 2018, A. Location in patent: Paragraph 0187-0188
[2] Synlett, 2003, # 11, p. 1678 - 1682
[3] Journal of Medicinal Chemistry, 2015, vol. 58, # 4, p. 1644 - 1668
[4] Patent: WO2015/132727, 2015, A1. Location in patent: Page/Page column 22; 28
[5] Heterocycles, 2002, vol. 57, # 1, p. 55 - 71
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