15177-57-8

Basic information

• Product Name: 3 5-DICHLOROPYRIDINE 1-OXIDE 98
• Synonyms: 3,5-Dichloropyridine N-oxide;3,5-Dichloropyridine N-oxide 98%;Pyridine,3,5-dichloro-, 1-oxide;3 5-DICHLOROPYRIDINE 1-OXIDE 98
• CAS NO: 15177-57-8
• Molecular Formula: C₅H₃Cl₂NO
• Molecular Weight: 163.99
• Product Categories: pharmacetical;C5Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Pyridines
• Mol File: 15177-57-8.mol
• Article Data: 6

Chemical Properties

• Melting Point: 110-113 °C(lit.)
• Boiling Point: 344.2°Cat760mmHg
• Flash Point: 162°C
• Appearance: /
• Density: 1.47±0.1 g/cm3 (20 ºC 760 Torr)
• Storage Temp.: Room temperature.
• PKA: -0.72±0.10(Predicted)
• CAS DataBase Reference: 3 5-DICHLOROPYRIDINE 1-OXIDE 98(CAS DataBase Reference)
• NIST Chemistry Reference: 3 5-DICHLOROPYRIDINE 1-OXIDE 98(15177-57-8)
• EPA Substance Registry System: 3 5-DICHLOROPYRIDINE 1-OXIDE 98(15177-57-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25
• WGK Germany: 3
• Hazardous Substances Data: 15177-57-8(Hazardous Substances Data)

Usage

Preparation

3,5-difluoropyridine-N-oxide is prepared by the following steps:A solution of (5) (0.37 g, 3 mmol), peracetic acid ( 1.5 cm3 of 40% solution in ?acetic acid) in acetic acid (5 cm3) and chloroform (10 cm3) was heated at 50 "C, with ?stirring, for 24 h. The mixture was neutralised by the addition of dilute sodium hydroxide ?to the chilled mixture, then remaining peroxides were destroyed by the addition of ?sodium metabisulphite (2 g). Following extraction into DCM, the DCM solution was ?dried (MgS04) and evaporated to dryness giving a solid which was recrystallised from ?DCM- petrol (1: 1) to yield 3,5-difluoropyridine-N-oxide (0.3 g, 71 %), m.p. 136.5 "C ?(Found: C, 45.5; H, 2.3; N, 10.1. C5H3F2NO requires C, 45.8; H, 2.3; N, 10.7%); IR ?spectra no. 23; mass spectra no. 31; nmr spectrum no. 21.

InChI:InChI=1/C5H4Cl2NO/c6-4-1-5(7)3-8(9)2-4/h1-3,9H

Upstream product

• 2457-47-8 3,5-dichloropyridine 

Downstream Products

• 56159-12-7 6-chloro-2-phenyl-furo[3,2-b]pyridine-3-carbonitrile 
• 56159-17-2 7-chloro-2-phenyl-furo[3,2-c]pyridine-3-carboxylic acid methyl ester 
• 56159-16-1 6-chloro-2-phenyl-furo[3,2-b]pyridine-3-carboxylic acid methyl ester 
• 56159-19-4 7-chloro-furo[3,2-c]pyridine-2,3-dicarboxylic acid dimethyl ester 
• 56159-18-3 6-chloro-furo[3,2-b]pyridine-2,3-dicarboxylic acid dimethyl ester 
• 140934-68-5 3-Benzenesulfonyl-6-chloro-2-methyl-furo[3,2-b]pyridine 
• 134540-07-1 6-Chloro-2-methoxycarbonylmethyl-furo[3,2-b]pyridine-3-carboxylic acid methyl ester 
• 35570-68-4 6-chlorooxazole[4,5-b]pyridine-2(3H)-one 
• 106691-25-2 2-tosylamino-3,5-dichloropyridine 
• 106691-28-5 6-Chloro-3-(toluene-4-sulfonyl)-3H-oxazolo[4,5-b]pyridin-2-one 
• 106691-26-3 (3aS,7aR)-6,7a-Dichloro-3-(toluene-4-sulfonyl)-3a,7a-dihydro-3H-oxazolo[4,5-b]pyridin-2-one 
• 92755-15-2 6-Chloro-3-phenyl-3H-oxazolo[4,5-b]pyridin-2-one 
• 92772-48-0 (3,5-Dichloro-pyridin-2-yl)-p-tolyl-amine 
• 92755-17-4 6-Chloro-3-p-tolyl-3H-oxazolo[4,5-b]pyridin-2-one 

Relevant articles and documents

Strategic Approach on N-Oxides in Gold Catalysis – A Case Study

An extensive kinetic study of selected key reactions of (oxidative) gold catalysis concentrates on the decrease of the catalytic activity due to inhibition of the gold(I) catalyst caused by pyridine derivatives that are obtained as by-products if N-oxides are applied as oxygen donors. The choice of the examined pyridine derivatives and their corresponding N-oxides has been made regardless of their commercial availability; particular attention has been paid to the practical benefit which up to now has been neglected in most of the reaction screenings. The test reactions were monitored by GC and 1H NMR spectroscopy. The received reaction constants provide information concerning a correlation between the electronic structure of the heterocycle and the catalytic activity. Based on the collected kinetic data, it was possible to develop a basic set of three N-oxides which have to be taken into account in further oxidative gold(I)-catalyzed reactions. (Figure presented.).

Synthesis and spectroscopic properties of isomeric trideuterio- and tetradeuterio pyridines

(Chemical Equation Presented) The syntheses of the six possible isomeric trideuteriopyridines and the three possible isomeric tetradeuteriopyridines are described. These deuteriopyridines were characterized by their mass and NMR spectra.

A simple and efficient method for the preparation of pyridine N-oxides

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