m-Chloroperbenzoic acid → HCID 178458472, compound

HRID 1293463Notes

Reaction equation

HRID 1293463 reaction equation
[CH:1]([O:4][C:5]1[C:10]2[O:11][C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[C:9]=2[C:8]([C:18]([NH2:20])=[O:19])=[CH:7][CH:6]=1)([CH3:3])[CH3:2].ClC1C=CC=C(C(OO)=[O:29])C=1>C(Cl)(Cl)Cl>[CH:1]([O:4][C:5]1[C:10]2[O:11][C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[C:9]=2[C:8]([C:18]([NH2:20]=[O:29])=[O:19])=[CH:7][CH:6]=1)([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 131726514HCID 131726514, compound

Product 1

HCID 178458472HCID 178458472, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A suspension of N-pyrid-4-yl)-4-isopropyloxy dibenzo[b,d]furan-1-carboxamide (50 mg, 0.144 mmol) (example 34) 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 of in vacuo and the residue was purified by column chromatography using 40% acetone-chloroform as the eluent to give 27 mg of N-pyrid-4-yl)-4-isopropyloxy-dibenzo[b,d]furan-1-carboxamide-N1-oxide as white solid, mp: 247-248° C. (dec)

Workup

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

Sources & evidence

ORD record
ord-7a0f4152d03c4dfba178e3fb17a1808d
Source dataset
uspto-grants-2007_07
Patent number
US07238725B2

Reaction notes

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