Reaktion #8901

Reaktionsgleichung

crude product

1-(2-Chlorophenyl)-2-(4-chlorophenyl)-3-(dimethylamino)prop-2-en-1-one

cyanoacetamide

NaH

→

title compound

6-(2-Chlorophenyl)-5-(4-chlorophenyl)-2-oxo-1,2-dihydropyridine-3-carbonitrile

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONcontaining
2. 2
   Waschenby washing with hexane just
3. 3
   Einengenthen concentrated
4. 4
   workup.DISSOLUTIONThe residue was dissolved in ethyl acetate
5. 5
   Waschenwashed twice with 10% aqueous NaHSO4
6. 6
   Einengentwice with water before concentrating to a solid
7. 7
   Temperaturcooled

Vorschrift

A solution of the crude product from step A dissolved in 80 mL of DMF containing 4.4 mL methanol and 4.61 g cyanoacetamide was transferred by cannula into a flask containing a suspension of NaH (4.98 g, 60% dispersion in mineral oil, freed of excess oil by washing with hexane just prior to use) in DMF (40 mL). The solution was heated to 95° C. for 2.5 hours then concentrated. The residue was dissolved in ethyl acetate, washed twice with 10% aqueous NaHSO4, and twice with water before concentrating to a solid. The solid was suspended in warm ethanol and then cooled, and the title compound was subsequently isolated by filtration and dried in vacuo.

Quelle