反应详情

温度

-5 °C

To a solution of 5-phenyl-1-tert-butyl-1H-tetrazole (1.0 g) in tetrahydrofuran (20 ml) was added dropwise n-butyl lithium (1.6M hexane solution, 3.5 ml) keeping the temperature below -20° C., followed by stirring at -5° C. for one hour. Zinc chloride (1.0M diethyl ether solution, 6.0 ml) was added dropwise to the reaction mixture keeping the temperature below -30° C., followed by stirring at room temperature for 2 hours. To the resulting mixture were added 5-ethyl-3-(4-iodobenzyl)-2-trifluoroacetylimino-1,3,4-thiadiazoline (1.2 g) and tetrakis(triphenyl-phosphine)palladium (100 mg), and they were heated under reflux overnight. Ethyl acetate (100 ml) was added to the reaction mixture, and the resulting mixture was washed with 10% aqueous citric acid solution and dried over anhydrous magnesium sulfate, followed by removal through distillation. The residue so obtained was separated by column chromatography on silica gel, whereby 830 mg of the title compound was obtained in the oily form.

1. customthe temperature below -20° C.
2. customthe temperature below -30° C.
3. stirringby stirring at room temperature for 2 hours
4. temperaturewere heated
5. temperatureunder reflux overnight
6. washthe resulting mixture was washed with 10% aqueous citric acid solution
7. dry with materialdried over anhydrous magnesium sulfate
8. customfollowed by removal through distillation
9. customThe residue so obtained
10. customwas separated by column chromatography on silica gel