Hydrogen Peroxide → 2-Phenylpyridine 1-Oxide

HRID 404524

Reaction equation

HRID 404524 reaction equation
[C:1]1([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH:13]O>C(O)(=O)C>[C:1]1([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][N+:8]=2[O-:13])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 138872-Phenylpyridine

Product 1

HCID 3024892-Phenylpyridine 1-OxideYield 72%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The N-oxide was prepared by modifying the method outlined by Zhang et al.25 using 2-phenylpyridine (5.00 g, 32.2 mmol) and 30% H2O2 in glacial acetic acid to yield the title compound as a light yellow solid (4.00 g, 72%), m.p. 154-157° C. (lit.26 m.p. 155-155.5° C.). The spectral data were consistent with literature data.27

Workup

  1. customThe N-oxide was prepared

Sources & evidence

ORD record
ord-e2d5a06e17d84e53bdf1bdc0503a5575
Source dataset
uspto-grants-2014_06
Patent number
US08748582B2

Linked notes

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