Sodium Thiosulfate → 3-(4-Nitrophenyl)pyridine-1-oxide

HRID 2218115Notes

Reaction equation

HRID 2218115 reaction equation
ClC1C=CC=C(C(OO)=[O:9])C=1.[N+:12]([C:15]1[CH:20]=[CH:19][C:18]([C:21]2[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=2)=[CH:17][CH:16]=1)([O-:14])=[O:13].S([O-])([O-])(=O)=S.[Na+].[Na+]>O1CCCC1>[N+:12]([C:15]1[CH:16]=[CH:17][C:18]([C:21]2[CH:22]=[N+:23]([O-:9])[CH:24]=[CH:25][CH:26]=2)=[CH:19][CH:20]=1)([O-:14])=[O:13]

Participants

5

Reactant 3

HCID 24477Sodium ThiosulfateHCID 70297m-Chloroperbenzoic acidHCID 2315043-(4-Nitrophenyl)pyridine

Product 1

HCID 45557493-(4-Nitrophenyl)pyridine-1-oxide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

m-Chloroperbenzoic acid (6.9 g, 40.0 mmol) was slowly added to a solution of 3-(4-nitrophenyl)pyridine (P1, 4 g, 20.0 mmol) in tetrahydrofuran (200 mL) and the reaction mixture was stirred at room temperature for 1 hour. The solution was poured into aqueous sodium thiosulfate and the resultant mixture was concentrated. Trituration with ethyl acetate afforded the title compound as a solid.

Workup

  1. concentrationthe resultant mixture was concentrated

Sources & evidence

ORD record
ord-8036eb3a600a46958acff336b710e3e7
Source dataset
uspto-grants-2008_08
Patent number
US07410984B2

Reaction notes

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