m-Chloroperbenzoic acid → 4,5-Bis(4-methoxyphenyl)-2-(2,4-difluorophenylsulfinyl)imidazole

HRID 370786Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 370786
ClC1C=CC=C(C(OO)=[O:9])C=1.[CH3:12][O:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]2[N:21]=[C:22]([S:33][C:34]3[CH:39]=[CH:38][C:37]([F:40])=[CH:36][C:35]=3[F:41])[NH:23][C:24]=2[C:25]2[CH:30]=[CH:29][C:28]([O:31][CH3:32])=[CH:27][CH:26]=2)=[CH:16][CH:15]=1>ClCCl>[CH3:12][O:13][C:14]1[CH:15]=[CH:16][C:17]([C:20]2[N:21]=[C:22]([S:33]([C:34]3[CH:39]=[CH:38][C:37]([F:40])=[CH:36][C:35]=3[F:41])=[O:9])[NH:23][C:24]=2[C:25]2[CH:26]=[CH:27][C:28]([O:31][CH3:32])=[CH:29][CH:30]=2)=[CH:18][CH:19]=1

Komponenten

4

Edukt 2

HCID 70297m-Chloroperbenzoic acidHCID 128323094,5-Bis(4-methoxyphenyl)-2-(2,4-difluorophenylthio)imidazole

Produkt 1

HCID 128323494,5-Bis(4-methoxyphenyl)-2-(2,4-difluorophenylsulfinyl)imidazoleAusbeute 73,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

A solution of 2.164 g of 3-chloroperbenzoic acid (80%) in 150 ml of dichloromethane is added dropwise to a solution of 4.25 g of 4,5-bis(4-methoxyphenyl)-2-(2,4-difluorophenylthio)imidazole in 100 ml of dichloromethane. The mixture is agitated for 3 hours at room temperature, the solution washed with sodium bicarbonate solution, dried over sodium sulfate, and concentrated under vacuum to dryness. The residue is chromatographed on 150 g of silica gel with acetone/hexane, thus producing 3.26 g of 4,5-bis(4-methoxyphenyl)-2-(2,4-difluorophenylsulfinyl)imidazole as an amorphous foam.

Aufarbeitung

  1. washthe solution washed with sodium bicarbonate solution
  2. dry with materialdried over sodium sulfate
  3. concentrationconcentrated under vacuum to dryness
  4. customThe residue is chromatographed on 150 g of silica gel with acetone/hexane

Quellen und Nachweise

ORD-Eintrag
ord-d0e27174baed4215aee989ac20d37b7e
Quelldatensatz
uspto-grants-1985_07
Patentnummer
US04528298

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