5-Amino-2-bromopyridine
- Product Name
- 5-Amino-2-bromopyridine
- CAS No.
- 13534-97-9
- Chemical Name
- 5-Amino-2-bromopyridine
- Synonyms
- 6-BROMOPYRIDIN-3-AMINE;5-BROMO-PYRIDIN-2-YLAMINE;2-Bromo-5;AKOS BBS-00004444;TIMTEC-BB SBB003823;TIMTEC-BB SBB005540;LABOTEST-BB LT00129606;2-Bromo-5-aminoyridine;6-BROMO-3-PYRIDINAMINE;5-amine-2-bromopyridin
- CBNumber
- CB7853072
- Molecular Formula
- C5H5BrN2
- Formula Weight
- 173.01
- MOL File
- 13534-97-9.mol
5-Amino-2-bromopyridine Property
- Melting point:
- 75 °C
- Boiling point:
- 180 °C
- Density
- 1.6065 (rough estimate)
- refractive index
- 1.5182 (estimate)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- soluble in Methanol
- pka
- 1.87±0.10(Predicted)
- form
- Powder
- color
- Beige to brown-black
- BRN
- 109102
- InChI
- InChI=1S/C5H5BrN2/c6-5-2-1-4(7)3-8-5/h1-3H,7H2
- InChIKey
- XTHKRYHULUJQHN-UHFFFAOYSA-N
- SMILES
- C1=NC(Br)=CC=C1N
- CAS DataBase Reference
- 13534-97-9(CAS DataBase Reference)
Safety
- Hazard Codes
- Xn,Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36-37/39
- RIDADR
- UN 2811 6.1/PG 3
- WGK Germany
- 3
- F
- 10
- HazardClass
- IRRITANT
- PackingGroup
- III
- HS Code
- 29333990
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
- 552844
- Product name
- 3-Amino-6-bromopyridine
- Purity
- 97%
- Packaging
- 5g
- Price
- $37.5
- Updated
- 2025/07/31
- Product number
- 552844
- Product name
- 3-Amino-6-bromopyridine
- Purity
- 97%
- Packaging
- 1g
- Price
- $48
- Updated
- 2023/06/20
- Product number
- A1890
- Product name
- 5-Amino-2-bromopyridine
- Purity
- >97.0%(GC)
- Packaging
- 1g
- Price
- $36
- Updated
- 2025/07/31
- Product number
- A1890
- Product name
- 5-Amino-2-bromopyridine
- Purity
- >97.0%(GC)
- Packaging
- 5g
- Price
- $108
- Updated
- 2025/07/31
- Product number
- A601875
- Product name
- 5-Amino-2-bromopyridine
- Packaging
- 25g
- Price
- $455
- Updated
- 2021/12/16
5-Amino-2-bromopyridine Chemical Properties,Usage,Production
Chemical Properties
Light yellow needles
Uses
3-Amino-6-bromopyridine may undergo polymerization via Buchwald–Hartwig amination in the presence of sodium tert-butoxide and XPhos(2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl) ligand yielding para-linked and meta-linked polyaminopyridines.
General Description
3-Amino-6-bromopyridine can be synthesized via bromination of 3-aminopyridine using N-bromosuccinimide in acetonitrile.
Synthesis
4487-59-6
13534-97-9
General procedure for the synthesis of 5-amino-2-bromopyridine from 2-bromo-5-nitropyridine: To a solution of 2-bromo-5-nitropyridine (2.03 g, 10 mmol) in ethanol (48 mL) was added sequentially iron powder (2.8 g, 50 mmol), concentrated hydrochloric acid (1.9 mL) and water (9.1 mL). The reaction mixture was stirred under reflux conditions for 5 hours. After completion of the reaction, it was cooled to room temperature and filtered. The filtrate was concentrated under reduced pressure, the pH was adjusted to 7-8 with base and subsequently extracted with dichloromethane (DCM). The organic phases were combined, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give the reddish brown solid product 5-amino-2-bromopyridine (1.58 g, 91.3% yield).
References
[1] Bulletin des Societes Chimiques Belges, 1988, vol. 97, # 1, p. 51 - 54
[2] Green Chemistry, 2018, vol. 20, # 1, p. 130 - 135
[3] Journal of Organic Chemistry, 2011, vol. 76, # 23, p. 9841 - 9844
[4] Patent: EP2886540, 2015, A1. Location in patent: Paragraph 0143; 0144
[5] Patent: US2014/93505, 2014, A1. Location in patent: Page/Page column
5-Amino-2-bromopyridine Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 5-Amino-2-bromopyridine manufacturers
- Product
- 5-Amino-2-bromopyridine 13534-97-9
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98.0%
- Supply Ability
- 10000KGS
- Release date
- 2025-06-03
- Product
- 5-Amino-2-bromopyridine 13534-97-9
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-10-12
- Product
- 5-Amino-2-bromopyridine 13534-97-9
- Price
- US $5.00-0.10/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2024-04-08