Reaktion #1820746
ord-b767003a589d47f48e2bf82c744e8901
Reaktionsgleichung
sodium methoxide
cyanoacetamide
2-(4-chlorophenyl)-3-(dimethylamino)-2-propenal
→
5-(4-Chlorophenyl)-1,2-dihydro-2-oxo-3-pyridinecarbonitrile
Reagenzien
Keine
Lösungsmittel
Reaktionsbedingungen
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1TemperaturThe resulting solution is heated
- 2Temperaturat reflux temperature for 16 hours
- 3Sonstigeto separate a yellow solid
- 4workup.ADDITIONof glacial acetic acid is added
- 5workup.ADDITIONthe mixture is diluted with water
- 6Sonstigeto separate
- 7FiltrationThis solid is collected by filtration
- 8Waschenis washed with water
- 9Sonstigeto give 60.5 g
Vorschrift
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.