Water → 2-(2-bromophenyl)sulfanyl-N-(2-chlorophenyl)acetamide

HRID 1988809Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1988809
P(Cl)(Cl)Cl.[Br:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[S:12][CH2:13][C:14]([OH:16])=O.[Cl:17][C:18]1[CH:24]=[CH:23][CH:22]=[CH:21][C:19]=1[NH2:20].O>N1C=CC=CC=1>[Br:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[S:12][CH2:13][C:14]([NH:20][C:19]1[CH:21]=[CH:22][CH:23]=[CH:24][C:18]=1[Cl:17])=[O:16]

Komponenten

6

Edukt 4

HCID 962WaterHCID 72402-ChloroanilineHCID 24387Phosphorus trichlorideHCID 23450852-[(2-Bromophenyl)sulfanyl]acetic acid

Produkt 1

HCID 52751772-(2-bromophenyl)sulfanyl-N-(2-chlorophenyl)acetamideAusbeute 66,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

PCl3 (0.39 mL, 4.45 mmol) was added to an ice-cold solution of 2-{(2-bromophenyl)thio}acetic acid (1.00 g, 4.05 mmol) and 2-chloroaniline (0.47 mL, 4.45 mmol) in pyridine (15 mL). The reaction mixture was stirred at room temperature for 30 min. Water (few drops) was added and the mixture was concentrated under reduced pressure. The residue was purified by flash chromatography (CH2Cl2) to give the title compound (957 mg, 66% yield) as a yellow solid.

Aufarbeitung

  1. concentrationthe mixture was concentrated under reduced pressure
  2. customThe residue was purified by flash chromatography (CH2Cl2)

Quellen und Nachweise

ORD-Eintrag
ord-9af862ce5e2d4d4d94316e2470feb063
Quelldatensatz
uspto-grants-2010_01
Patentnummer
US07642277B2

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