Reaktion #2336531

Reaktionsgleichung

4-Methylthiophenol

potassium carbonate

DMF

→

isohexane

title compound

Ausbeute 52.0%

3,6-Bis(4′-methylphenylthio) phthalonitrile

Ausbeute 52.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe mixture was isolated
2. 2
   Sonstigeto give a yellow solid
3. 3
   SonstigeThe solid was purified by flash column chromatography (
4. 4
   Waschengradient elution

Vorschrift

4-Methylthiophenol (3.41 g, 27.5 mmol), potassium carbonate (3.80 g, 27.5 mmol) and ditosylated dicyanohydroquinone (i.e. product A) (5.00 g, 10.7 mmol) in DMF (40 mL) were reacted as described above. The mixture was isolated as described above to give a yellow solid. The solid was purified by flash column chromatography (gradient elution: 5%-10%-30% ethyl acetate:isohexane, finally dichloromethane) to give the title compound as a yellow solid (2.07 g, 52%). [Found: C, 69.9%; H, 4.4%; N, 7.3%; S, 16.9%; C22H16N2S2 requires C, 70.9%, H, 4.3%, N, 7.5%, S, 17.2%]; MS (EI+) 372 (M+, 100%), 357 (M-CH3, 5%), 123 (CH3C6H4S, 15), 91 (CH3C6H4, 15).

Quelle