2-CHLORO-3-CYANOQUINOLINE

73568-25-9

95104-21-5

General procedure for the synthesis of 2-chloro-3-cyanoquinoline from 2-chloro-3-quinolinecarboxaldehyde: 2-chloroquinoline-3-carboxaldehyde (0.01 mol) was suspended in 30% ammonia (30 mL) and stirred at room temperature for 5 min to form a turbid solution. Stirring was continued at 0 °C and ceric ammonium nitrate (0.01 mol) was slowly added. The reaction process was monitored by thin layer chromatography (TLC) and the reaction time was about 10-15 minutes. After completion of the reaction, the reaction mixture was extracted with a solvent mixture of chloroform-ethyl acetate (5:3 v/v). The organic phase was dried with anhydrous sodium sulfate and concentrated under reduced pressure to give the crude product. The crude product was recrystallized by ethanol to give pure 2-chloro-3-cyanoquinoline as light yellow crystals in 82% yield.