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

HRID 1464661

Reaktionsgleichung

Reaktionsgleichung von HRID 1464661
[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-b4fab61c4ffa4f1d9a8151536aaa7bed
Quelldatensatz
uspto-grants-1994_04
Patentnummer
US05306827

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