5-Bromo-2-chloro-3-cyanopyridine
- Product Name
- 5-Bromo-2-chloro-3-cyanopyridine
- CAS No.
- 405224-23-9
- Chemical Name
- 5-Bromo-2-chloro-3-cyanopyridine
- Synonyms
- KML-52;oronicotinonitriL;5-Bromo-2-chloronicotinon...;5-Bromo-2-chloronicotinonitrile;5-Bromo-2-chloro-3-cyanopyridine;2,5-dichloropyridine-3-carbonitrile;5-Bromo-2-chloro-3-cyanopyridine 97%;5-Bromo-2-chloropyridin-3-carbonitrile;5-Bromo-2-chloropyridine-3-carbonitrile;5-Bromo-2-chloro-3-pyridinecarbonitrile
- CBNumber
- CB31263104
- Molecular Formula
- C6H2BrClN2
- Formula Weight
- 217.45
- MOL File
- 405224-23-9.mol
5-Bromo-2-chloro-3-cyanopyridine Property
- Melting point:
- 138.0 to 142.0 °C
- Boiling point:
- 272.7±35.0 °C(Predicted)
- Density
- 1.85±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- pka
- -4.56±0.10(Predicted)
- form
- Solid
- color
- White to Yellow to Green
- Water Solubility
- Slightly soluble in water.
- InChI
- InChI=1S/C6H2BrClN2/c7-5-1-4(2-9)6(8)10-3-5/h1,3H
- InChIKey
- MQOHJAYYYVQBSH-UHFFFAOYSA-N
- SMILES
- C1(Cl)=NC=C(Br)C=C1C#N
Safety
- Hazard Codes
- Xi,T
- Risk Statements
- 25-37/38-41
- Safety Statements
- 26-39
- RIDADR
- UN 2811 6.1 / PGIII
- WGK Germany
- 3
- HazardClass
- 6.1
- HazardClass
- IRRITANT
- PackingGroup
- III
- HS Code
- 2933399990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H301Toxic if swalloed
H315Causes skin irritation
H318Causes serious eye damage
H335May cause respiratory irritation
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
N-Bromosuccinimide Price
- Product number
- 759716
- Product name
- 5-Bromo-2-chloropyridine-3-carbonitrile
- Purity
- 97%
- Packaging
- 1g
- Price
- $45.3
- Updated
- 2023/06/20
- Product number
- B4870
- Product name
- 5-Bromo-2-chloro-3-cyanopyridine
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $54
- Updated
- 2025/07/31
- Product number
- B4870
- Product name
- 5-Bromo-2-chloro-3-cyanopyridine
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $162
- Updated
- 2025/07/31
- Product number
- B684123
- Product name
- 5-Bromo-2-chloronicotinonitrile
- Packaging
- 100mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- B684123
- Product name
- 5-Bromo-2-chloronicotinonitrile
- Packaging
- 500mg
- Price
- $65
- Updated
- 2021/12/16
5-Bromo-2-chloro-3-cyanopyridine Chemical Properties,Usage,Production
Uses
5-Bromo-2-chloro-3-cyanopyridine is used as pharmaceutical intermediate.
Synthesis
405224-22-8
405224-23-9
Synthesis of 5-bromo-2-chloronicotinonitrile (13): 5-bromo-2-oxo-1,2-dihydropyridine-3-carbonitrile (12) (69 mg, 0.35 mmol) was mixed with phosphorus pentachloride (PCl5) (109 mg, 0.52 mmol) in phosphorus oxychloride (POCl3) (5 mL), and the reaction was carried out at reflux overnight. Upon completion of the reaction, the reaction mixture was cooled to room temperature and slowly added dropwise to ice water. The pH was adjusted to 8 with 4 M sodium hydroxide (NaOH) solution and then extracted with dichloromethane (CH2Cl2) (3 x 30 mL). The organic phases were combined, washed sequentially with aqueous sodium bicarbonate (NaHCO3) and saturated saline, dried over anhydrous sodium sulfate (Na2SO4), and concentrated under reduced pressure. Purification by column chromatography (petroleum ether/ethyl acetate=20:1) afforded the target product 5-bromo-2-chloronicotinonitrile (13) (63 mg, 84% yield) as a yellow solid. Melting point: 138~139°C. 1H NMR (400MHz, CDCl3): δ8.66 (d, J=2.4Hz, 1H), 8.12 (d, J=2.4Hz, 1H).
References
[1] Bioorganic and Medicinal Chemistry Letters, 2003, vol. 13, # 9, p. 1577 - 1580
[2] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 20, p. 5578 - 5585
[3] Bioorganic and Medicinal Chemistry Letters, 2015, vol. 25, # 16, p. 3251 - 3255
[4] Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 23, p. 6578 - 6581
[5] Patent: US2004/19052, 2004, A1. Location in patent: Page/Page column 17
5-Bromo-2-chloro-3-cyanopyridine Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 5-Bromo-2-chloro-3-cyanopyridine manufacturers
- Product
- 5-Bromo-2-chloro-3-cyanopyridine 405224-23-9
- Price
- US $200.00-1.00/KG
- Min. Order
- 1KG
- Purity
- 99%, 99.5% Sublimated
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2023-12-30
- Product
- 5-Bromo-2-chloro-3-cyanopyridine 405224-23-9
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.00%
- Supply Ability
- 100 Tons Min
- Release date
- 2021-10-27
- Product
- 5-Bromo-2-chloro-3-cyanopyridine 405224-23-9
- Price
- US $7.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 100kg
- Release date
- 2020-01-02