N-bromobutanimide → 2-Bromo-3-(4-chlorophenyl)-1h-indol-4-yl methyl sulfide

HRID 857321Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 857321
[CH3:1][S:2][C:3]1[C:4]2[C:5]([C:12]3[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=3)=[CH:6][NH:7][C:8]=2[CH:9]=[CH:10][CH:11]=1.C1C(=O)N([Br:26])C(=O)C1>C(Cl)(Cl)(Cl)Cl>[CH3:1][S:2][C:3]1[C:4]2[C:5]([C:12]3[CH:13]=[CH:14][C:15]([Cl:18])=[CH:16][CH:17]=3)=[C:6]([Br:26])[NH:7][C:8]=2[CH:9]=[CH:10][CH:11]=1

Komponenten

4

Edukt 2

HCID 67184N-bromobutanimideHCID 218674683-(4-Chlorophenyl)-1h-indol-4-yl methyl sulfide

Produkt 1

HCID 218674482-Bromo-3-(4-chlorophenyl)-1h-indol-4-yl methyl sulfide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 5943Carbon TetrachlorideLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

To a solution of the indole of Step 6 (650 mg, 2.4 mmol) in CCl4 (15 mL) was added NBS (465 mg, 2.6 mmol). The reaction mixture was heated to 50° C. and stirred for 15 minutes. The resulting suspension was filtered on a SiO2 pad eluted with 50% EtOAc in hexanes and concentrated. The title compound was obtained in a quantitative yield as a brownish solid foam used as such.

Aufarbeitung

  1. filtrationThe resulting suspension was filtered on a SiO2 pad
  2. washeluted with 50% EtOAc in hexanes
  3. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-d48b109169ef45e988b50bb6d36b0853
Quelldatensatz
uspto-grants-2006_12
Patentnummer
US07144913B2

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