Hydrogen Peroxide → HCID 23155151, compound

HRID 1912804Notes

Reaction equation

HRID 1912804 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:18]3[CH:17]=[CH:16][N:15]=[CH:14][C:13]=3[N:12]=[CH:11]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].[OH:19]O>C(O)(=O)C>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:18]3[CH:17]=[CH:16][N+:15]([O-:19])=[CH:14][C:13]=3[N:12]=[CH:11]2)=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 23155053HCID 23155053, compound

Product 1

HCID 23155151HCID 23155151, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
50 °C

Procedure

In 15 mL of acetic acid, 483 mg (2.01 mmol) of 1-(4-nitrophenyl)-1H-imidazo[4,5-c]pyridine prepared in Step A of Example 1 was dissolved, and 2 mL of a 30% hydrogen peroxide aqueous solution was added thereto and the mixture solution was stirred at 50° C. for 14 hours. The solvent was distilled under reduced pressure, and the obtained residue was separated by a silica gel column (Si-10, a product of Kusano Co., Ltd., column 30 cm, dichloromethane:methanol=9:1) to obtain 298 mg (57%) of 1-(4-nitrophenyl)-1H-imidazo[4,5-c]pyridine 5-oxide as a pale yellow solid.

Workup

  1. distillationThe solvent was distilled under reduced pressure
  2. customthe obtained residue was separated by a silica gel column (Si-10

Sources & evidence

ORD record
ord-fa39c26e65734d0381a50b97d159549b
Source dataset
uspto-grants-2013_12
Patent number
US08609656B2

Reaction notes

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