Chlorosuccinimide → 5-Chloro-2-(3,4,4-trifluoro-3-butenylthio)thiazole

HRID 1582175

Reaktionsgleichung

Reaktionsgleichung von HRID 1582175
[F:1][C:2](=[C:11]([F:13])[F:12])[CH2:3][CH2:4][S:5][C:6]1[S:7][CH:8]=[CH:9][N:10]=1.[Cl:14]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[Cl:14][C:8]1[S:7][C:6]([S:5][CH2:4][CH2:3][C:2]([F:1])=[C:11]([F:12])[F:13])=[N:10][CH:9]=1

Komponenten

4

Edukt 2

HCID 31398ChlorosuccinimideHCID 11447455Thiazole, 2-[(3,4,4-trifluoro-3-butenyl)thio]-

Produkt 1

HCID 112307045-Chloro-2-(3,4,4-trifluoro-3-butenylthio)thiazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

2-(3,4,4-Trifluoro-3-butenylthio)thiazole (6.75 g, 30 mM) is dissolved in carbon tetrachloride (60 ml). N-chlorosuccinimide (4.8 g) is added to the solution and refluxed for 18 hours by heating. As soon as the reaction has reached room temperature, the mixture is filtered and the solvent is distilled off. The concentrate is purified by column chromatography (eluent: hexane/ethyl acetate=90/10) to obtain 5-chloro-2-(3,4,4-trifluoro-3-butenylthio)thiazole as pale yellow liquid (n20D 1.5326).

Aufarbeitung

  1. temperaturerefluxed for 18 hours
  2. temperatureby heating
  3. customhas reached room temperature
  4. filtrationthe mixture is filtered
  5. distillationthe solvent is distilled off
  6. customThe concentrate is purified by column chromatography (eluent: hexane/ethyl acetate=90/10)

Quellen und Nachweise

ORD-Eintrag
ord-940390aa431f436ea10b6d9f617a339c
Quelldatensatz
uspto-grants-2004_05
Patentnummer
US06734198B1

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