反应详情

To a suspension of sodium hydride (0.24 g) in dimethylformamide (10 ml) was added 2-cyanoiminoimidazolidine (1.00 g) with ice-cooling and the mixture was stirred at room temperature for 10 minutes. Then, 4-chloro-6-cyano-2,2-dimethyl-2H-1,3-benzoxazine (1.09 g) was added to the mixture and the mixture was stirred at room temperature for additional 5 hours. The reaction mixture was extracted with addition of ethyl acetate and an aqueous sodium bicarbonate solution. The ethyl acetate layer was successively washed with water and aqueous saturated saline solution and dried over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure and the residue was crystallized from ether to obtain 6-cyano-4-(2-cyanoimino-imidazoline-1-yl)-2,2-dimethyl-2H-1,3-benzoxazine (0.23 g) (Compound 19).

1. temperaturecooling
2. stirringthe mixture was stirred at room temperature for additional 5 hours
3. extractionThe reaction mixture was extracted with addition of ethyl acetate
4. washThe ethyl acetate layer was successively washed with water and aqueous saturated saline solution
5. dry with materialdried over anhydrous magnesium sulfate
6. distillationthe solvent was distilled off under reduced pressure
7. customthe residue was crystallized from ether