m-Chloroperbenzoic acid → HCID 86607018, Verbindung

HRID 1293454Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1293454
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:26])[C:7]=1[NH:8][C:9]([C:11]1[C:19]2[C:18]3[CH:20]=[CH:21][CH:22]=[CH:23][C:17]=3[O:16][C:15]=2[C:14]([O:24][CH3:25])=[CH:13][CH:12]=1)=[O:10].ClC1C=CC=C(C(OO)=[O:35])C=1>C(Cl)(Cl)Cl>[Cl:26][C:6]1[CH:5]=[N:4][CH:3]=[C:2]([Cl:1])[C:7]=1[NH+:8]([O-:35])[C:9]([C:11]1[C:19]2[C:18]3[CH:20]=[CH:21][CH:22]=[CH:23][C:17]=3[O:16][C:15]=2[C:14]([O:24][CH3:25])=[CH:13][CH:12]=1)=[O:10]

Komponenten

4

Edukt 2

HCID 70297m-Chloroperbenzoic acidHCID 98431931-Dibenzofurancarboxamide, N-(3,5-dichloro-4-pyridinyl)-4-methoxy-

Produkt 1

HCID 86607018HCID 86607018, VerbindungAusbeute 71,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

A suspension of N-(3,5-dichloropyrid-4-yl)-4-methoxy dibenzo[b,d]furan-1-carboxamide (200 mg, 0.518 mmol) (example 1) and m-chloroperbenzoic acid (50-55%) (880 mg, 2.5 mmol) in chloroform (10 ml) was refluxed for 2 h. The reaction was cooled and washed with saturated sodium bicarbonate and water. The organic solvent was distilled of in vacuo and the residue was purified by column chromatography using 20% acetone-chloroform as the eluent to give 150 mg of N-(3,5-dichloropyrid-4-yl)-4-methoxy dibenzo[b,d]furan-1-carboxamide-N1-oxide as white solid; mp: 265-270° C.

Aufarbeitung

  1. temperaturewas refluxed for 2 h
  2. temperatureThe reaction was cooled
  3. washwashed with saturated sodium bicarbonate and water
  4. distillationThe organic solvent was distilled of in vacuo
  5. customthe residue was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-7aac8013dd5e4e94b8ae21f83c7b0156
Quelldatensatz
uspto-grants-2007_07
Patentnummer
US07238725B2

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