反应详情

温度

140 °C

In 30 ml of dry N,N-dimethylformamide was dissolved 4.0 g (16.9 mmol) of 4-isopropyl-5-iodo-1H-imidazole (4b), followed by addition of 4.68 g (33.9 mmol) of 3,5-dimethylthiophenol and 2.1 g (52.5 mmol) of 60% sodium hydride. The mixture was heated at 140° C. for 7 hours. The N,N-dimethylformamide was there distilled off under reduced pressure and, after addition of dry ice, the residue was extracted with methylene chloride. The organic layer was washed with water and dried over sodium sulfate. The solvent was then distilled off under reduced pressure and the residue was fractionated by silica gel chromatography (3% methanol-methylene chloride). The eluted crude compound was recrystallized from ethyl acetate-diisopropyl ether to provide 2.2 g (yield 53%) of 5-(3,5-dimethylphenylthio)-4-isopropyl-1H-imidazole (X=Y=Me) (9).

1. distillationThe N,N-dimethylformamide was there distilled off under reduced pressure
2. additionafter addition of dry ice
3. extractionthe residue was extracted with methylene chloride
4. washThe organic layer was washed with water
5. dry with materialdried over sodium sulfate
6. distillationThe solvent was then distilled off under reduced pressure
7. washThe eluted crude compound
8. customwas recrystallized from ethyl acetate-diisopropyl ether