反应详情

5-Amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-pyrazolecarboxamide oxime (4.00 g, 11.3 mmol) and triethyl orthoformate (2.45 g, 22.6 mmol) were dissolved in 40 ml of dry acetonitrile, and then p-toluenesulfonic acid monohydrate (0.02 g) was added with stirring at room temperature. After the mixture was stirred at 60° C. for 6 hours, the reaction mixture was cooled to room temperature. The reaction mixture was concentrated under reduced pressure and 50 ml of ethyl acetate was added to the concentrated residue. The organic layer was washed twice with 50 ml of an aqueous saturated sodium hydrogencarbonate solution, and then washed three times with 50 ml of an aqueous saturated sodium chloride solution. The organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The resulting concentrated residue was subjected to silica gel column chromatography [eluent: mixed solvent of ethyl acetate and hexane (volume ratio=1:3)] to obtain 3.21 g (7.91 mmol) of the title compound as a pale yellow crystal.

1. stirringAfter the mixture was stirred at 60° C. for 6 hours
2. temperaturethe reaction mixture was cooled to room temperature
3. concentrationThe reaction mixture was concentrated under reduced pressure and 50 ml of ethyl acetate
4. additionwas added to the concentrated residue
5. washThe organic layer was washed twice with 50 ml of an aqueous saturated sodium hydrogencarbonate solution
6. washwashed three times with 50 ml of an aqueous saturated sodium chloride solution
7. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
8. concentrationconcentrated under reduced pressure
9. additionThe resulting concentrated residue was subjected to silica gel column chromatography [eluent: mixed solvent of ethyl acetate and hexane (volume ratio=1:3)]