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2-Amino-3-bromo-5-chloropyridine

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2-Amino-3-bromo-5-chloropyridine manufacturers

2-Amino-3-bromo-5-chloropyridine Basic information
Uses
Product Name:2-Amino-3-bromo-5-chloropyridine
Synonyms:2-AMINO-3-BROMO-5-CHLOROPYRIDINE;3-BROMO-5-CHLORO-2-PYRIDINAMINE;2-AMINO-5-CHLORO-3-BROMOPYRIDINE;2-Amino-3-bromo-5-chloropyridine 98%;3-Bromo-5-chloropyrid-2-ylamine;2- aMino-3-broMo -5-chlorine pyridine;3-BroMo-5-chloro-2-pyridinaMine, >95%;2-Amino-3-bromo-5-chloropyridine98%
CAS:26163-03-1
MF:C5H4BrClN2
MW:207.46
EINECS:675-557-1
Product Categories:Heterocycle-Pyridine series;amine | alkyl bromide| alkyl chloride;Amino-pyridine series;blocks;Bromides;Pyridines;Pyridine;Amines;Boronic Acid
Mol File:26163-03-1.mol
2-Amino-3-bromo-5-chloropyridine Structure
2-Amino-3-bromo-5-chloropyridine Chemical Properties
Melting point 82-83°C
Boiling point 256.2±35.0 °C(Predicted)
density 1.834±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
pka1.91±0.49(Predicted)
form Crystalline Powder
color White to light brown
InChIInChI=1S/C5H4BrClN2/c6-4-1-3(7)2-9-5(4)8/h1-2H,(H2,8,9)
InChIKeyUWGGGYYCKDCTGN-UHFFFAOYSA-N
SMILESC1(N)=NC=C(Cl)C=C1Br
CAS DataBase Reference26163-03-1(CAS DataBase Reference)
Safety Information
Hazard Codes Xi,Xn
Risk Statements 36/37/38-41-37/38-22-21/22
Safety Statements 26-36/37/39-39-36/37
RIDADR UN2811
HazardClass IRRITANT
PackingGroup III
HS Code 29333990
MSDS Information
2-Amino-3-bromo-5-chloropyridine Usage And Synthesis
Uses2-Amino-3-bromo-5-chloropyridine has a wide range of applications, including the synthesis of resins, surfactants, plastics, rubber, leather, papermaking, dyes, pharmaceuticals, pesticides, photographic film, explosives, building materials, and in disinfection, fumigation, and preservation processes. Furthermore, 2-amino-3-bromo-5-chloropyridine can be used as a basic organic chemical raw material and a high-quality fuel, primarily in the fields of fine chemicals and plastics.
Chemical PropertiesCream powder
Synthesis Reference(s)Tetrahedron, 51, p. 8649, 1995 DOI: 10.1016/0040-4020(95)00478-Q
Synthesis
2-Amino-5-chloropyridine

1072-98-6

2-Amino-3-bromo-5-chloropyridine

26163-03-1

General procedure for the synthesis of 2-amino-3-bromo-5-chloropyridine from 2-amino-5-chloropyridine: In a 50L round bottom three-necked flask, a mixed solvent of DMF and ethanol (1:1.8 by volume, total 18.7L) was added, a thermometer and a reflux condenser were installed, and a magnetic stirrer was started. Sequentially, 4986.6 g of 2-amino-5-chloropyridine and 17336.3 g of N-bromosuccinimide were added, the temperature was raised to 85 °C and the reaction was stirred for 3.5 hours. The progress of the reaction was monitored by GC and TLC and after confirming the completion of the reaction, the solvent was removed using a rotary evaporator. The crude product obtained was recrystallized with hexane to give the pure 2-amino-3-bromo-5-chloropyridine. After drying, the calculated yield was 70.4% and purity was 99.15%.

References[1] Patent: US2014/315888, 2014, A1. Location in patent: Paragraph 0620-0622
[2] Journal of Medicinal Chemistry, 2018, vol. 61, # 7, p. 2949 - 2961
[3] Patent: US2009/156603, 2009, A1. Location in patent: Page/Page column 46
[4] Patent: EP1202994, 2004, B1. Location in patent: Page 18
[5] European Journal of Medicinal Chemistry, 2018, vol. 157, p. 115 - 126
2-Amino-3-bromo-5-chloropyridine Preparation Products And Raw materials
Raw materials2-Amino-5-chloropyridine-->N-Bromosuccinimide-->N,N-Dimethylformamide-->Ethanol
Preparation Products6-Chlorothiazolo[4,5-b]pyridine-2-thiol
Tag:2-Amino-3-bromo-5-chloropyridine(26163-03-1) Related Product Information
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