反应详情

温度

0 °C

To a stirred solution of benzamidine (1.0 g, 8.32 mmol) in anhydrous DMF (20 mL ) was added Ethyl(ethoxymethylene)cyanoacetate (11) (1.41 g, 8.32 mmol, 1.0 equiv ) under argon at 0° C. The mixture was stirred at 0° C. for 2 h and increase to 105° C. for 60 h. The reaction mixture was then cooled to ambient temperature. The mixture was extracted with ethyl acetate (2×100 mL ). The combined organic extracts were washed with water (1×50 mL) and brine (1×50 mL), dried (Na2SO4), filtered, and evaporated in vacuo. The residue was washed with water (1×60 mL), dichloromethane (1×60 mL) then dried in the vacuum oven to obtain the light yellow solid as product (0.77 g, 47%). 1H-NMR (CD3CN) δ8.25 (s, 1H ), 8.06 (d, 2H ), 7.70 (t, 1H ), 7.61 (t, 2H). MS LC-MS (MH+=198).

1. temperatureincrease to 105° C. for 60 h
2. temperatureThe reaction mixture was then cooled to ambient temperature
3. extractionThe mixture was extracted with ethyl acetate (2×100 mL )
4. washThe combined organic extracts were washed with water (1×50 mL) and brine (1×50 mL)
5. dry with materialdried (Na2SO4)
6. filtrationfiltered
7. customevaporated in vacuo
8. washThe residue was washed with water (1×60 mL), dichloromethane (1×60 mL)
9. customthen dried in the vacuum oven
10. customto obtain the light yellow solid as product (0.77 g, 47%)