Réaction #1668

Équation de réaction

acetic acid

2-(4-chlorophenyl)-3-dimethylaminopropenal

sodium methoxide

cyanoacetamide

→

3-cyano-5-(4-chlorophenyl)-2-pyridinone

Solvants

water

methanol

Conditions de réaction

Traitement

1. 1
   Températurethe resulting suspension was refluxed overnight
2. 2
   AutreDuring this time a yellow solid was formed
3. 3
   FiltrationThe resulting yellow orange solid was filtered off
4. 4
   Lavagewashed several times with water
5. 5
   Autredried

Mode opératoire

To solution of sodium methoxide (7.52 g) in methanol (130 ml) was added cyanoacetamide (5.84 g) followed by 2-(4-chlorophenyl)-3-dimethylaminopropenal and the resulting suspension was refluxed overnight. During this time a yellow solid was formed. The mixture was cooled to room temperature and glacial acetic acid (50 ml) was added followed by water (100 ml). The resulting yellow orange solid was filtered off, washed several times with water and dried to yield 8.1 g of 3-cyano-5-(4-chlorophenyl)-2-pyridinone.

Source