Reaktion #83351

Reaktionsgleichung

4-Chloro-7-trifluoromethylquinoline

4-aminothiophenol

→

4-(4-aminophenylthio)-7-trifluoromethylquinoline

Ausbeute 74.1%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe reaction mixture was filtered
2. 2
   Einengenconcentrated
3. 3
   workup.ADDITIONethyl acetate added
4. 4
   Waschenwashed with water
5. 5
   Trocknendried over sodium sulfate
6. 6
   EinengenThe solution was concentrated
7. 7
   Sonstigethe product purified by HPLC over silica gel
8. 8
   Wascheneluted with 25% ethyl acetate/hexane

Vorschrift

4-Chloro-7-trifluoromethylquinoline (0.043 moles, 10.0 g), 4-aminothiophenol (0.043 moles, 5.3 g) and 4-dimethylaminopyridine (0.04 moles, 4.9 g) were stirred in 250 ml ethanol for 3 days. The reaction mixture was filtered, concentrated, ethyl acetate added, washed with water and dried over sodium sulfate. The solution was concentrated and the product purified by HPLC over silica gel eluted with 25% ethyl acetate/hexane to yield 4-(4-aminophenylthio)-7-trifluoromethylquinoline 10.2 g, 74%. Mass Spec (FD) 320. Calculated for C16H11F3N2S: C, 59.99; H, 3.46; N, 8.74. Found: C, 60.08; H, 3.49; N, 8.77.

Quelle