反应详情

Under a nitrogen atmosphere, sodium hydride (97%; 0.633 g, 25.61 mmol) was weighed into a dry reaction vessel and covered with 55 ml of anhydrous dioxane. A solution of phenyl isocyanate (1.39 ml, 12.81 mmol) in 5 ml of anhydrous dioxane was then added over a 5-10 minute period at room temperature (cooling with cold water). Next, the 4-bromoacetoacetanilide (3.28 g, 12.8 mmol) was added portionwise over a 20-minute period. The reaction mixture was stirred at 20°-25° C. for 5 hours, filtered under nitrogen atmosphere, and poured into 300 ml of ice-cold water. After acidifying (pH 5-6) with several drops of concentrated hydrochloric acid, the crude product was filtered off and crystallized from ethanol to provide 2.8 g. of amide product, m.p. 182°-184° C.

1. filtrationfiltered under nitrogen atmosphere
2. additionpoured into 300 ml of ice-cold water
3. filtrationthe crude product was filtered off
4. customcrystallized from ethanol
5. customto provide 2.8 g