m-Chloroperbenzoic acid → HCID 178458472, compound

HRID 1293464Notes

Reaction equation

HRID 1293464 reaction equation
N1C=CC=C([NH:7][C:8]([C:10]2[C:18]3[C:17]4[CH:19]=[CH:20][CH:21]=[CH:22][C:16]=4[O:15][C:14]=3[C:13]([O:23][CH:24]([CH3:26])[CH3:25])=[CH:12][CH:11]=2)=[O:9])C=1.ClC1C=CC=C(C(OO)=[O:35])C=1>C(Cl)(Cl)Cl>[CH:24]([O:23][C:13]1[C:14]2[O:15][C:16]3[CH:22]=[CH:21][CH:20]=[CH:19][C:17]=3[C:18]=2[C:10]([C:8]([NH2:7]=[O:35])=[O:9])=[CH:11][CH:12]=1)([CH3:26])[CH3:25]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 10472798HCID 10472798, compound

Product 1

HCID 178458472HCID 178458472, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A suspension of N-(pyrid-3-yl)-4isopropyloxy-dibenzo[b,d]furan-1-carboxamide (50 mg, 0.144 mmol) (example 36) and m-chloroperbenzoic acid (50-55%) (125 mg, 0.722 mmol) in chloroform (10 ml) was stirred at room temperature for 12 h. The reaction contents were washed with saturated sodium bicarbonate and water. The organic solvent was distilled off in vacuo and the residue was purified by column chromatography using 40% acetone-chloroform as the eluent to give 30 mg of N-pyrid-3-yl)-4-isopropyloxy-dibenzo[b,d]furan-1-carboxamide-N1-oxide as white solid; mp: 242° C.(dec).

Workup

  1. customThe reaction contents
  2. washwere washed with saturated sodium bicarbonate and water
  3. distillationThe organic solvent was distilled off in vacuo
  4. customthe residue was purified by column chromatography

Sources & evidence

ORD record
ord-a82c633aaa3f44f198ebb8f8bc23d701
Source dataset
uspto-grants-2007_07
Patent number
US07238725B2

Reaction notes

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