反应详情

5-Amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-trifluoromethylsulfinyl-3-pyrazolecarboxamide oxime (1.81 g, 3.85 mmol) was dissolved in 25 ml of trimethyl orthoformate and p-toluenesulfonic acid monohydrate (0.08 g) was added, and then the mixture was heated under reflux for 6 hours. After heating, trimethyl orthoformate was distilled off and 80 ml of ethyl acetate was added to the residue. The ethyl acetate layer was washed three times with 50 ml of an aqueous saturated sodium hydrogencarbonate solution, and then washed with 50 ml of an aqueous saturated sodium chloride solution. After drying over anhydrous magnesium sulfate, the solvent was distilled off to obtain a colorless oil. The oil was subjected to silica gel column chromatography [eluent: mixed solvent of ethyl acetate and chloroform (volume ratio=1:20)] and the resulting crystal was washed with hexane to obtain 1.03 g (1.97 mmol) of the title compound as a colorless crystal. Yield 51%.

1. temperaturethe mixture was heated
2. temperatureunder reflux for 6 hours
3. temperatureAfter heating
4. distillationtrimethyl orthoformate was distilled off
5. addition80 ml of ethyl acetate was added to the residue
6. washThe ethyl acetate layer was washed three times with 50 ml of an aqueous saturated sodium hydrogencarbonate solution
7. washwashed with 50 ml of an aqueous saturated sodium chloride solution
8. dry with materialAfter drying over anhydrous magnesium sulfate
9. distillationthe solvent was distilled off
10. customto obtain a colorless oil
11. washthe resulting crystal was washed with hexane