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2,6-Dichloropyridine N-oxide

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2,6-Dichloropyridine N-oxide manufacturers

2,6-Dichloropyridine N-oxide Basic information
Product Name:2,6-Dichloropyridine N-oxide
Synonyms:AURORA KA-6496;AURORA KA-3003;2,6-Dichloropyridine-N-oxide,98%;NSC 136569;2,6-dichloro-2,3-dihydropyridin-3-one;2,6-Dichloropyridine N-oxide 98%;2,6-dichloro-1-oxidopyridin-1-ium;2,6-DichloropyridineN-Oxide>
CAS:2587-00-0
MF:C5H3Cl2NO
MW:163.99
EINECS:
Product Categories:Heterocycle-Pyridine series;Building Blocks;C5;C5 to C6;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks;Nucleotides and Nucleosides;Bases & Related Reagents;Nucleotides;C5Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Pyridines;Heterocyclic Compounds
Mol File:2587-00-0.mol
2,6-Dichloropyridine N-oxide Structure
2,6-Dichloropyridine N-oxide Chemical Properties
Melting point 138-142 °C(lit.)
Boiling point 344.2±22.0 °C(Predicted)
density 1.47±0.1 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility Chloroform
pka-2.26±0.10(Predicted)
form Powder or Crystals
color White to creamish or light yellow
InChI1S/C5H3Cl2NO/c6-4-2-1-3-5(7)8(4)9/h1-3H
InChIKeyRFOMGVDPYLWLOC-UHFFFAOYSA-N
SMILES[O-][n+]1c(Cl)cccc1Cl
CAS DataBase Reference2587-00-0
Safety Information
Hazard Codes Xn
Risk Statements 36/37/38-20/21/22
Safety Statements 36/37/39-26-22
RIDADR UN2811
WGK Germany 3
HazardClass 6.1
HS Code 29333999
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
2,6-Dichloropyridine N-oxide Usage And Synthesis
Chemical PropertiesOrange-Yellow Crystals
Uses2,6-Dichloropyridine-1-oxide (cas# 2587-00-0) is a compound useful in organic synthesis.
Synthesis
2,6-Dichloropyridine

2402-78-0

2,6-DICHLOROPYRIDINE N-OXIDE

2587-00-0

The general procedure for the synthesis of 2,6-dichloropyridine-N-oxide from 2,6-dichloropyridine was as follows: 2.0 g of silica tungstate heteropolyacid catalyst was weighed, and 150 g of pulverized 2,6-dichloropyridine was added to 95 g of trifluoroacetic acid (TFA), which was stirred and heated up to 80°C to dissolve it slowly. Subsequently, 115 g of a 50% concentration hydrogen peroxide (H2O2) solution was slowly added dropwise for about 1 hour. After the dropwise addition, the reaction mixture was heated to reflux with continuous stirring and kept for 2 hours. Upon completion of the reaction, the catalyst was first filtered to remove the catalyst, then the reaction solution was cooled to room temperature and slowly poured into 300 mL of ice water and filtered to remove unreacted 2,6-dichloropyridine residue. The filtrate was dehydrated and extracted by adding an appropriate amount of trichloromethane (CHCl3) to dissolve the yellowish loose 2,6-dichloropyridine-N-oxide. The final product was analyzed by high performance liquid chromatography (HPLC) with 98.9% purity and 90.15% yield.

References[1] Patent: CN103787964, 2016, B. Location in patent: Paragraph 0019-0020
[2] Patent: US2012/289497, 2012, A1. Location in patent: Page/Page column 51-52
[3] Patent: EP2524917, 2012, A1. Location in patent: Page/Page column 58
[4] Angewandte Chemie - International Edition, 2013, vol. 52, # 24, p. 6277 - 6282
[5] Angew. Chem., 2013, vol. 125, # 24, p. 6397 - 6402,6
2,6-Dichloropyridine N-oxide Preparation Products And Raw materials
Raw materials2,6-Dichloropyridine
Preparation Products2,6-Dichloro-4-methoxy-pyridine-->2,6-Dichloropyridine-3,4-diamine-->2,6-Dichloro-3-nitro-4-aminopyridine
Tag:2,6-Dichloropyridine N-oxide(2587-00-0) Related Product Information
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