5-Amino-2-chloropyridine
- Product Name
- 5-Amino-2-chloropyridine
- CAS No.
- 5350-93-6
- Chemical Name
- 5-Amino-2-chloropyridine
- Synonyms
- 6-CHLOROPYRIDIN-3-AMINE;6-chloro-3-pyridinamine;Tobrasix;5-Amino-2-chL;TIMTEC-BB SBB004234;AMINO CHLOROPYRIDINE;5-Amino-2-chlorpyridin;2-Chloro-5-pyridinamine;5- BROMO-2-METHOXYPHENOL;2-CHLORO-5-AMINOPYRIDINE
- CBNumber
- CB0687779
- Molecular Formula
- C5H5ClN2
- Formula Weight
- 128.56
- MOL File
- 5350-93-6.mol
5-Amino-2-chloropyridine Property
- Melting point:
- 81-83 °C(lit.)
- Boiling point:
- 205.39°C (rough estimate)
- Density
- 1.2417 (rough estimate)
- refractive index
- 1.5110 (estimate)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- form
- powder to crystal
- pka
- 1.94±0.10(Predicted)
- color
- White to Brown
- BRN
- 108891
- InChI
- InChI=1S/C5H5ClN2/c6-5-2-1-4(7)3-8-5/h1-3H,7H2
- InChIKey
- QAJYCQZQLVENRZ-UHFFFAOYSA-N
- SMILES
- C1=NC(Cl)=CC=C1N
- CAS DataBase Reference
- 5350-93-6(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36-37/39
- WGK Germany
- 3
- HazardClass
- IRRITANT
- HS Code
- 29333999
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
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.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
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
- 188778
- Product name
- 5-Amino-2-chloropyridine
- Purity
- 98%
- Packaging
- 5g
- Price
- $75.5
- Updated
- 2025/07/31
- Product number
- 188778
- Product name
- 5-Amino-2-chloropyridine
- Purity
- 98%
- Packaging
- 1g
- Price
- $85
- Updated
- 2023/06/20
- Product number
- A1155
- Product name
- 5-Amino-2-chloropyridine
- Purity
- >98.0%(GC)(T)
- Packaging
- 1g
- Price
- $25
- Updated
- 2025/07/31
- Product number
- A1155
- Product name
- 5-Amino-2-chloropyridine
- Purity
- >98.0%(GC)(T)
- Packaging
- 5g
- Price
- $98
- Updated
- 2025/07/31
- Product number
- A603585
- Product name
- 3-Amino-6-chloropyridine
- Packaging
- 1g
- Price
- $130
- Updated
- 2021/12/16
5-Amino-2-chloropyridine Chemical Properties,Usage,Production
Chemical Properties
Light yellow to brown crystalline powder
Uses
5-Amino-2-chloropyridine was used in the synthesis of [2H5]2-amino-l-methyl-6-phenylimidazo[4,5-b]pyridine. It was used in identification and evaluation of molecularly imprinted polymers for the selective removal of potentially genotoxic aminopyridine impurities from pharmaceuticals.
Definition
ChEBI: 3-Amino-6-chloropyridine is an aminopyridine.
General Description
5-Amino-2-chloropyridine undergoes Suzuki-Miyaura coupling with sterically hindered 2,6-dimethylphenylboronic acid. It undergoes facile temperature dependent displacement of chloride by bromide via Sandmeyer reaction to yield 2,5-dibromopyridine.
Synthesis
4548-45-2
5350-93-6
General method: 2-chloro-5-nitropyridine (1 eq.), hexafluoroisopropanol (HFIP, 10 eq.) and iron powder (5 eq.) were added to the reaction tube and mixed. Subsequently, 2N aqueous hydrochloric acid solution was slowly added to the reaction mixture. The reaction mixture was stirred at room temperature for 30 minutes and then neutralized with saturated aqueous sodium bicarbonate (NaHCO3). The organic layer was extracted three times with saturated aqueous sodium bicarbonate solution and combined. The organic layers were subsequently washed with brine, dried over anhydrous sodium sulfate (Na2SO4), filtered, and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography to afford the target product 2-chloro-5-aminopyridine.
References
[1] Bulletin des Societes Chimiques Belges, 1988, vol. 97, # 1, p. 51 - 54
[2] Organic Letters, 2009, vol. 11, # 6, p. 1345 - 1348
[3] ACS Catalysis, 2014, vol. 4, # 6, p. 1777 - 1782
[4] New Journal of Chemistry, 2015, vol. 39, # 11, p. 8498 - 8504
[5] Tetrahedron Letters, 2017, vol. 58, # 37, p. 3646 - 3649
5-Amino-2-chloropyridine Preparation Products And Raw materials
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View Lastest Price from 5-Amino-2-chloropyridine manufacturers
- Product
- 5-Amino-2-chloropyridine 5350-93-6
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99.0%
- Supply Ability
- 10000KGS
- Release date
- 2025-05-29
- Product
- 5-Amino-2-chloropyridine 5350-93-6
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 100kg/month
- Release date
- 2021-10-28
- Product
- 5-Amino-2-chloropyridine 5350-93-6
- Price
- US $8.90/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10 mt
- Release date
- 2024-11-28