反应详情

温度

65 °C

2-Chloronicotinic acid methyl ester (12 g, 69.9 mmol), 4-methylsulfanylphenol (9.80 g, 69.9 mmol) and potassium carbonate (14.5 g, 0.105 mol) were suspended in dimethylformamide (300 ml) and the reaction was heated to 65° C. and stirred at this temperature under nitrogen for 10 h. It was then heated to 90° C. and stirred at this temperature for 7 h, and then progressed to 100° C. and stirred for 16 h. The reaction was cooled to room temperature, concentrated under reduced pressure and the residue was diluted with water (300 ml). It was then extracted with diether (3×250 ml) and the combined organic extracts were washed with water (2×100 ml), dried over MgSO4 and the solvent removed under reduced pressure. The residue was purified by flash column chromatography on silica gel eluting with dichloromethane:methanol:concentrated aqueous ammonia (99.5:0.5:0.05, by volume) to give 2-(4-methylsulfanyl-phenoxy)-nicotinic acid methyl ester (8.0 g) as a white solid.

1. temperatureIt was then heated to 90° C.
2. stirringstirred at this temperature for 7 h
3. customprogressed to 100° C.
4. stirringstirred for 16 h
5. temperatureThe reaction was cooled to room temperature
6. concentrationconcentrated under reduced pressure
7. additionthe residue was diluted with water (300 ml)
8. extractionIt was then extracted with diether (3×250 ml)
9. washthe combined organic extracts were washed with water (2×100 ml)
10. dry with materialdried over MgSO4
11. customthe solvent removed under reduced pressure
12. customThe residue was purified by flash column chromatography on silica gel eluting with dichloromethane