1,2-Dichloroethane → HCID 17975818, compound

Participants

Reaction Conditions

Reaction Steps

7-Trifluoromethyl-4-quinoline-thiol (800 mg, 3.5 mmol) and 1,2-dichloroethane (10.4 g, 10.5 mmol) were charged in a 50 ml round-bottomed flask equipped with a magnetic stirrer. Then TBABr (600 mg, 1.7 mmol), K2CO3 (500 mg, 3.5 mmol), KOH (500 mg, 0.7 mmol) and water (2 mL) were added and the reaction mixture was stirred for 5 h at 20° C. The reaction mixture was poured in 100 mL of H2O and extracted with CH2Cl2 (150 mL). The organic layer was washed with water (30 mL), brine (2×10 mL), dried over MgSO4, filtered and evaporated at 30° C. to dryness. The crude compound was purified by column chromatography (SiO2; CH2Cl2:EtOAc=8:2 to 5:5) to give after evaporation 4-(2-chloroethylthio)-7-(trifluoromethyl)quinoline 30 (680 mg, 67% yield) as a beige solid.

Provenance & Evidence