Hydrogen Peroxide → 4,7-Dichloroquinoline 1-oxide

HRID 2415618Notes

Reaction equation

HRID 2415618 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([Cl:12])=[CH:9][CH:10]=2)[N:5]=[CH:4][CH:3]=1.[OH:13]O>C[Re](=O)(=O)=O.ClCCl>[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([Cl:12])=[CH:9][CH:10]=2)[N+:5]([O-:13])=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 784Hydrogen PeroxideHCID 68664,7-Dichloroquinoline

Product 1

HCID 2800964,7-Dichloroquinoline 1-oxide

Reagents, catalysts & solvents 2

HCID 178477782HCID 178477782, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

A mixture of 4,7-dichloroquinoline (9.9 g, 50 mmol) and methyltrioxorhenium (80 mg, 0.32 mmol) was stirred in the mixture of hydrogenperoxide (40%, 20 mL) and dichloromethane at room temperature for 24 hours. Pale yellow solid was collected by filtration and dried under vacuum. MS (ESI(+)Q1MS m/z 215 (M+H)+.

Workup

  1. filtrationPale yellow solid was collected by filtration
  2. customdried under vacuum

Sources & evidence

ORD record
ord-e3258ff6faf74080801c127d4b5bf9d7
Source dataset
uspto-grants-2004_11
Patent number
US06818772B2

Reaction notes

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