反应详情

A mixture of 2.12 g of 4-chloro-N-methylisatoic anhydride, 1.39 g of 3-(1H-imidazol-1-yl)-2-methylpropanamine and 20 ml of ethanol was stirred at room temperature for 20 hours and concentrated. Ethyl chloroformate (10 ml) was added and the mixture was heated in an oil bath at 90°-105° C. for 2 hours, dissolved in ethanol and concentrated. Ethanol (25 ml) and 2.0 g of potassium hydroxide was added and the mixture was heated at reflux for 3 hours and concentrated. Water was added, and the pH was adjusted to 6-7 with acetic acid. The product was extracted into methylene chloride. Concentration and recrystallization from ethyl acetate resulted in the desired product, mp 206°-209° C.

1. concentrationconcentrated
2. additionEthyl chloroformate (10 ml) was added
3. temperaturethe mixture was heated in an oil bath at 90°-105° C. for 2 hours
4. dissolutiondissolved in ethanol
5. concentrationconcentrated
6. additionEthanol (25 ml) and 2.0 g of potassium hydroxide was added
7. temperaturethe mixture was heated
8. temperatureat reflux for 3 hours
9. concentrationconcentrated
10. additionWater was added
11. extractionThe product was extracted into methylene chloride
12. concentrationConcentration and recrystallization from ethyl acetate