Sodium Carbonate → 2-(p-Chlorophenyl)-5-[(trifluoromethyl)thio]pyrrole

HRID 129626

Reaktionsgleichung

Reaktionsgleichung von HRID 129626
[F:1][C:2]([F:6])([F:5])[S:3]Cl.[Cl:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[NH:15][CH:16]=[CH:17][CH:18]=2)=[CH:10][CH:9]=1.C(=O)([O-])[O-].[Na+].[Na+]>CCOCC.O.CCOCC>[Cl:7][C:8]1[CH:9]=[CH:10][C:11]([C:14]2[NH:15][C:16]([S:3][C:2]([F:6])([F:5])[F:1])=[CH:17][CH:18]=2)=[CH:12][CH:13]=1

Komponenten

6

Edukt 3

HCID 10340Sodium CarbonateHCID 67900Methanesulfenyl chloride, trifluoro-HCID 2724282-(4-Chlorophenyl)-1h-pyrrole

Produkt 1

HCID 189304232-(p-Chlorophenyl)-5-[(trifluoromethyl)thio]pyrrole

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittelHCID 21584184Diethylether waterLösungsmittel

Versuchsvorschrift

Trifluoromethylsulfenyl chloride is bubbled into a solution of 2-(p-chlorophenyl)pyrrole (0.5 g, 0.00281 mol) and sodium carbonate (0.36 g, 0.00338 mol) in ether at -30° C. under nitrogen. The reaction mixture is stirred for 1/2 hour and diluted with a water/ether mixture. The organic phase is separated, washed with brine, dried over anhydrous magnesium sulfate and concentrated in vacuo to give the title product as a purple solid (0.78 g, mp 34°-39° C.) which is identified by 1HNMR and 13CNMR spectral analyses.

Aufarbeitung

  1. customThe organic phase is separated
  2. washwashed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-e5932f01af404e01bc526dd5290de688
Quelldatensatz
uspto-grants-1995_11
Patentnummer
US05468877

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