Reaktion #1820746

ord-b767003a589d47f48e2bf82c744e8901

Reaktionsgleichung

C[O-].[Na+]
sodium methoxide
N#CCC(N)=O
cyanoacetamide
CN(C)C=C(C=O)c1ccc(Cl)cc1
2-(4-chlorophenyl)-3-(dimethylamino)-2-propenal
N#Cc1cc(-c2ccc(Cl)cc2)c[nH]c1=O
5-(4-Chlorophenyl)-1,2-dihydro-2-oxo-3-pyridinecarbonitrile

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturThe resulting solution is heated
  2. 2
    Temperaturat reflux temperature for 16 hours
  3. 3
    Sonstigeto separate a yellow solid
  4. 4
    workup.ADDITIONof glacial acetic acid is added
  5. 5
    workup.ADDITIONthe mixture is diluted with water
  6. 6
    Sonstigeto separate
  7. 7
    FiltrationThis solid is collected by filtration
  8. 8
    Waschenis washed with water
  9. 9
    Sonstigeto 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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04242515uspto-grants-1980_12