Reacción #2336531

Ecuación de reacción

4-Methylthiophenol

potassium carbonate

DMF

→

isohexane

title compound

Rendimiento 52.0%

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

Rendimiento 52.0%

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe mixture was isolated
2. 2
   Otroto give a yellow solid
3. 3
   OtroThe solid was purified by flash column chromatography (
4. 4
   Lavadogradient elution

Procedimiento

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).

Fuente