反应详情

In a 50 mL round-bottomed flask was placed 4-nitrobenzimidamide (55, 0.435 g, 2.63 mmol) in MeOH (4 mL) to give a yellow suspension. Sodium methanolate (25% by wt in MeOH) (1.867 mL, 8.17 mmol) was added. The mixture was stirred at room temperature for 30 min. Diethyl malonate (0.480 mL, 3.16 mmol) was added in drops and stirring was continued at room temperature over 6 days, resulting in an orange suspension. The mixture was concentrated, dissolved in hot water and filtered. The filtrate was made acidic with AcOH to pH3. The resulting light yellow solids were collected by filtration and dried under vacuum to give the title compound (499 mg, 81%) as a light yellow solid. HRMS: For [M+H]+ mass error=−0.0 mDa or −0.17 ppm.

1. customIn a 50 mL round-bottomed flask was placed
2. stirringstirring
3. waitwas continued at room temperature over 6 days
4. customresulting in an orange suspension
5. concentrationThe mixture was concentrated
6. dissolutiondissolved in hot water
7. filtrationfiltered
8. filtrationThe resulting light yellow solids were collected by filtration
9. customdried under vacuum