反应详情

2.5 ml (34.2 mmol) of thionyl chloride were added to 1.28 g (4.88 mmol) of 2-(6-methylquinolin-2-yl)benzamide obtained in Reference Example 7 and the mixture was stirred. After heating the mixture under reflux for 3 hours, thionyl chloride was distilled off. The residue was dissolved in 100 ml of chloroform and poured into iced water. The organic layer was separated, neutralized with 150 ml of a saturated sodium bicarbonate solution, washed with a saturated sodium chloride solution and dried over magnesium sulfate followed by filtration. The resulting filtrate was concentrated and the concentrate was subjected to silica gel chromatography using a mixed solvent of hexane and ethyl acetate (10/1) to obtain 150 mg of 2-(4-chloro-6-methylquinolin-2-yl)benzo-nitrile.

1. customobtained in Reference Example 7
2. temperatureAfter heating the mixture
3. temperatureunder reflux for 3 hours
4. distillationthionyl chloride was distilled off
5. dissolutionThe residue was dissolved in 100 ml of chloroform
6. additionpoured into iced water
7. customThe organic layer was separated
8. washwashed with a saturated sodium chloride solution
9. dry with materialdried over magnesium sulfate
10. filtrationfollowed by filtration
11. concentrationThe resulting filtrate was concentrated