反应详情

A mixture of 25.49 g. of 3-amino-2-phenyl-2-propenal and 27.32 g. of dimethyl malonate is reacted with 18.36 g. of sodium methoxide in one liter of methanol. The solution is stirred for 2 hours at room temperature and then is heated at reflux temperature for 3 hours. The resulting mixture is cooled and filtered to collect the precipitate. The solid is suspended in water and acidified with 10% aqueous hydrochloric acid to give a white solid. The solid is collected and washed with water followed by ethanol to yield 18.0 g. of methyl 1,2-dihydro-2-oxo-5-phenyl-3-pyridinecarboxylate. The ester is hydrolyzed by heating at reflux temperature for 2.5 hours in the presence of concentrated hydrochloric acid to give the product of the Example, m.p. 296° C. dec.

1. additionA mixture of 25.49 g
2. temperatureis heated
3. temperatureat reflux temperature for 3 hours
4. temperatureThe resulting mixture is cooled
5. filtrationfiltered
6. customto collect the precipitate
7. customto give a white solid
8. customThe solid is collected
9. washwashed with water
10. customto yield 18.0 g
11. temperatureby heating
12. customto give the product of the Example, m.p. 296° C. dec.