Reacción #1820746

Ecuación de reacción

sodium methoxide

cyanoacetamide

2-(4-chlorophenyl)-3-(dimethylamino)-2-propenal

→

5-(4-Chlorophenyl)-1,2-dihydro-2-oxo-3-pyridinecarbonitrile

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe resulting solution is heated
2. 2
   Temperaturaat reflux temperature for 16 hours
3. 3
   Otroto separate a yellow solid
4. 4
   workup.ADDITIONof glacial acetic acid is added
5. 5
   workup.ADDITIONthe mixture is diluted with water
6. 6
   Otroto separate
7. 7
   FiltraciónThis solid is collected by filtration
8. 8
   Lavadois washed with water
9. 9
   Otroto give 60.5 g

Procedimiento

To a solution of 37.6 g. of sodium methoxide in 650 ml. of methanol is added 29.24 g. of cyanoacetamide followed by 26.1 g. of 2-(4-chlorophenyl)-3-(dimethylamino)-2-propenal. The resulting solution is heated at reflux temperature for 16 hours to separate a yellow solid. Then 50 ml. of glacial acetic acid is added and the mixture is diluted with water, causing a new yellow solid to separate. This solid is collected by filtration and is washed with water to give 60.5 g. of the product of the Example m.p. 285°-290° C.

Fuente