反应详情

2-(2-Aminophenylthio)benzonitrile (3.72 g, 16 mmol) was dissolved in water (35 ml), acetic acid (35 ml) and concentrated sulphuric acid (35 ml) and stirred and heated under reflux for 3 hr. The mixture was allowed to cool and poured onto crushed ice (600 ml) and adjusted to pH 6 with sodium hydroxide solution (10N). The product was extracted into dichloromethane (700 ml), dried (MgSO4) and evaporated in vacuo. The residue was dissolved in xylene (250 ml) and refluxed in a Dean-Stark apparatus for 72 hr. Filtration of the cold reaction mixture and recrystallisation from ethanol gave the title compound as a white crystals (2.99 g, m.p. 255°-256° C., Rf 0.68, CH2Cl2 /MeOH 19:1).

1. temperatureheated
2. temperatureunder reflux for 3 hr
3. temperatureto cool
4. additionpoured
5. extractionThe product was extracted into dichloromethane (700 ml)
6. dry with materialdried (MgSO4)
7. customevaporated in vacuo
8. dissolutionThe residue was dissolved in xylene (250 ml)
9. temperaturerefluxed in a Dean-Stark apparatus for 72 hr
10. filtrationFiltration of the cold reaction mixture and recrystallisation from ethanol