反应详情

温度

22.5 °C

A mixture of 3-cyano-5-[(dipropylamino)carbonyl]benzoic acid (IX/XXXII, PREPARATION 7, 0.602 g, 2.19 mmol), potassium carbonate (0.212 g, 1.53 mmol), and acetone (2.5 mL) is stirred at 20-25 degrees C. Water (2.5 mL) and urea-hydrogen peroxide adduct (0.825 g, 8.78 mmol) are added and the mixture is stirred for 15 hours at 20-25 degrees C., at which time additional urea-hydrogen peroxide adduct (0.204 g) is added; after stirring for another 3 hours, an additional 0.205 g of urea-hydrogen peroxide is added. After a total of 39 hours has elapsed, the acetone is removed under reduced pressure and the residue is acidified with hydrochloric acid (3N) to pH=2-4. The mixture is extracted with dichloromethane, the organic layer is separated and washed with hydrochloric acid (0.5 N), and the organic phase is dried with anhydrous magnesium sulfate to a solid. The solid is crystallized from dichloromethane/hexane/methanol to give the title compound, MS (ESI+) for C15H20N2O4 m/z (M+H)+=293.2.

1. stirringthe mixture is stirred for 15 hours at 20-25 degrees C
2. stirringafter stirring for another 3 hours
3. customAfter a total of 39 hours
4. customthe acetone is removed under reduced pressure
5. extractionThe mixture is extracted with dichloromethane
6. customthe organic layer is separated
7. washwashed with hydrochloric acid (0.5 N)
8. dry with materialthe organic phase is dried with anhydrous magnesium sulfate to a solid
9. customThe solid is crystallized from dichloromethane/hexane/methanol