反应详情

To a solution of 0.80 g of anhydrous aluminum chloride in 20 ml of dry tetrahydrofuran were added successively a solution of 0.57 g of 1-benzyl-3,3-dimethoxyindolin-2-one in 10 ml of dry tetrahydrofuran and 0.60 g of p-tolylurea at 0° C. under a nitrogen atmosphere, and the mixture was heated under reflux for 2 hours. Ethyl acetate was added to the reaction mixture, and the mixture was washed twice with an aqueous solution of sodium chloride. The organic layer was dried over anhydrous sodium sulfate, followed by concentration. The residue was purified by silica gel column chromatography (chloroform/ethyl acetate=4/1) to obtain 0.24 g (23%) of 1-benzyl-3,3-bis(N'-(4-methylphenyl)ureido)indolin-2-one as a white powder.

1. temperaturethe mixture was heated
2. temperatureunder reflux for 2 hours
3. washthe mixture was washed twice with an aqueous solution of sodium chloride
4. dry with materialThe organic layer was dried over anhydrous sodium sulfate
5. concentrationfollowed by concentration
6. customThe residue was purified by silica gel column chromatography (chloroform/ethyl acetate=4/1)