3-Bromo-5-hydroxypyridine
- Product Name
- 3-Bromo-5-hydroxypyridine
- CAS No.
- 74115-13-2
- Chemical Name
- 3-Bromo-5-hydroxypyridine
- Synonyms
- 5-BROMO-3-PYRIDINOL;5-Bromopyridine-3-ol;3-Bromo-5-pyridinol;5-BROMO-PYRIDIN-3-OL;3-Pyridinol, 5-bromo-;3-Hydro-5-broMo-pyridin;3-BROMO-5-HYDROXYPYRIDINE;5-BROMO-3-HYDROXYPYRIDINE;3-Hydroxy-5-bromopyridine;3-Bromo-5-hydroxypyridine95%
- CBNumber
- CB7423057
- Molecular Formula
- C5H4BrNO
- Formula Weight
- 174
- MOL File
- 74115-13-2.mol
3-Bromo-5-hydroxypyridine Property
- Melting point:
- 166-170 °C
- Boiling point:
- 343.7±22.0 °C(Predicted)
- Density
- 1.788±0.06 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- DMSO (Slightly), Methanol (Slightly)
- pka
- 8.37±0.10(Predicted)
- form
- Crystalline Powder
- color
- White to tan
- Water Solubility
- Slightly soluble in water. Soluble in chloroform and ethyl acetate.
- InChI
- InChI=1S/C5H4BrNO/c6-4-1-5(8)3-7-2-4/h1-3,8H
- InChIKey
- VNYBIBSZZDAEOK-UHFFFAOYSA-N
- SMILES
- C1=NC=C(Br)C=C1O
- CAS DataBase Reference
- 74115-13-2(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi,Xn
- Risk Statements
- 36/37/38-22-20/21/22
- Safety Statements
- 26-36/37/39-37-36-22
- WGK Germany
- 3
- HazardClass
- IRRITANT
- HS Code
- 29339900
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 691836
- Product name
- 3-Bromo-5-hydroxypyridine
- Purity
- 97%
- Packaging
- 1g
- Price
- $71.1
- Updated
- 2023/06/20
- Product number
- B3969
- Product name
- 3-Bromo-5-hydroxypyridine
- Purity
- >98.0%(GC)(T)
- Packaging
- 1g
- Price
- $33
- Updated
- 2025/07/31
- Product number
- B3969
- Product name
- 3-Bromo-5-hydroxypyridine
- Purity
- >98.0%(GC)(T)
- Packaging
- 5g
- Price
- $108
- Updated
- 2025/07/31
- Product number
- 033254
- Product name
- 5-Bromopyridin-3-ol
- Packaging
- 1g
- Price
- $10
- Updated
- 2021/12/16
- Product number
- 033254
- Product name
- 5-Bromopyridin-3-ol
- Packaging
- 5g
- Price
- $19
- Updated
- 2021/12/16
3-Bromo-5-hydroxypyridine Chemical Properties,Usage,Production
Description
3-bromo-5-hydroxypyridine is an important industrial raw material widely used in medicine, pesticides, dyes, and other industries. Since the pyridine ring has biological activity and plays an irreplaceable role in synthesising drugs that cannot be replaced by other groups or functional groups, it is a hot area in pharmaceutical research. The hydroxyl and bromine atoms in the structure of 3-bromo-5-hydroxypyridine have diverse chemical reactivity. The alcohol hydroxyl unit in its structure can undergo nucleophilic substitution reactions with common alkyl halides under alkaline conditions to obtain corresponding ether derivatives.
Chemical Properties
Light yellow needles
Uses
5-Bromo-3-methoxypyridine was refluxed with 20 mL (57%) of hydrogen bromide for 24 hours. The reaction was quenched with saturated sodium bicarbonate solution and the base mixture was extracted with 3 × 50 mL of dichloromethane. The organic fractions were pooled, dried (magnesium sulfate), filtered, and evaporated to give a white solid (3 g, >95% purity) identified as 3-bromo-5-hydroxypyridine by thin layer chromatography.
Synthesis
50720-12-2
74115-13-2
General procedure for the synthesis of 3-bromo-5-hydroxypyridine from 3-bromo-5-methoxypyridine: A mixed solution of 3-bromo-5-methoxypyridine (3318.8 g, 0.1 mol), hydrobromic acid (80 mL, 48%), and glacial acetic acid (60 mL) was stirred and reacted at 120 °C overnight. Subsequently, hydrobromic acid (60 mL, 48%) was slowly added to replenish the solvent lost due to evaporation and the reaction continued to be stirred at 120 °C overnight. Upon completion of the reaction, the reaction mixture was cooled to room temperature and poured into ice water. The pH was adjusted to about 6 with 6N NaOH solution and then extracted with ethyl acetate (2 x 200 mL). The organic layers were combined and dried over anhydrous sodium sulfate and subsequently concentrated under vacuum. The crude product was stirred in dichloromethane (150 mL) and the precipitate was collected by filtration. Finally, the precipitate was washed with dichloromethane to afford 3-bromo-5-hydroxypyridine (34; 15.2 g, 87.4% yield) as a white solid.
References
[1] Patent: US2005/234236, 2005, A1. Location in patent: Page/Page column 13-14
[2] Patent: US2004/198736, 2004, A1. Location in patent: Page/Page column 86
[3] Tetrahedron Letters, 2004, vol. 45, # 18, p. 3607 - 3610
[4] Tetrahedron, 2009, vol. 65, # 4, p. 757 - 764
[5] Patent: WO2006/86068, 2006, A1. Location in patent: Page/Page column 18; 1/6
3-Bromo-5-hydroxypyridine Preparation Products And Raw materials
Raw materials
Preparation Products
3-Bromo-5-hydroxypyridine Suppliers
- Tel
- 0519-86058959
- Fax
- 0519-85286229
- 2850886771@qq.com
- Country
- China
- ProdList
- 222
- Advantage
- 50
- Tel
- 021-50630626 18964684208
- Fax
- 021-50563898
- kate@tajilin.com
- Country
- China
- ProdList
- 1291
- Advantage
- 58
- Tel
- 021-31137757-00; 18121466954
- Fax
- 021-64902762
- 28328681@qq.com
- Country
- China
- ProdList
- 180
- Advantage
- 55
- Tel
- 0531-61320525 15866703830
- figo.gao@foxmail.com
- Country
- China
- ProdList
- 5178
- Advantage
- 58
- Tel
- 18210857532; 18210857532
- Fax
- 86-10-82849933
- jkinfo@jkchemical.com
- Country
- China
- ProdList
- 96815
- Advantage
- 76
- Tel
- 4006356688 18621169109
- Fax
- 86-21-61259102
- market03@meryer.com
- Country
- China
- ProdList
- 40228
- Advantage
- 62
- Tel
- +49 3493/605464
- Fax
- +49 3493/605470
- sales@intatrade.de
- Country
- Germany
- ProdList
- 3572
- Advantage
- 66
- Tel
- 400-0066400 13621662912
- Fax
- 021-55660885
- sales@jonln.com
- Country
- China
- ProdList
- 1995
- Advantage
- 65
- Tel
- 0515-82159099 13770142076
- Fax
- 86-0515-8215909
- info@njuchem.com
- Country
- China
- ProdList
- 242
- Advantage
- 65
- Tel
- 400-6106006
- Fax
- 021-67582001/03/05
- saleschina@alfa-asia.com
- Country
- China
- ProdList
- 30123
- Advantage
- 84
View Lastest Price from 3-Bromo-5-hydroxypyridine manufacturers
- Product
- 3-Bromo-5-hydroxypyridine 74115-13-2
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-10-12
- Product
- 5-bromopyridin-3-ol 74115-13-2
- Price
- US $0.00-0.00/kg
- Min. Order
- 0.1kg
- Purity
- 0.99
- Supply Ability
- 1 tons
- Release date
- 2024-11-15
- Product
- 3-Bromo-5-hydroxypyridine 74115-13-2
- Price
- US $31.00-230.00/g
- Min. Order
- 25g
- Purity
- 0.99
- Supply Ability
- 25kg
- Release date
- 2023-12-20