2,2'-Bipyridine → 2,2'-Bipyridine, 1-oxide

HRID 2297004Notes

Reaction equation

HRID 2297004 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=1.ClC1C=C(C=CC=1)C(OO)=[O:18]>ClCCl>[N+:1]1([O-:18])[C:2]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=2)=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 14742,2'-BipyridineHCID 70297m-Chloroperbenzoic acid

Product 1

HCID 364632,2'-Bipyridine, 1-oxide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
25 °C

Procedure

A solution of 2,2′-bipyridyl (1 mmole) in dichloromethane was treated with m-chloroperoxybenzoic acid (2 mmole) at 0° C., and the reaction mixture was stirred at 25° C. for 2 h. Extraction and chromatography gave 2,2′-bipyridyl-N-oxide.

Workup

  1. extractionExtraction and chromatography

Sources & evidence

ORD record
ord-43a4891415384ffdb49a345a1c50e666
Source dataset
uspto-grants-2002_12
Patent number
US06489476B1

Reaction notes

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