Reaktion #54220

Reaktionsgleichung

3-(Nα -carbobenzoxyglycyl-glycylamino)-4-hydroxy-4-phenyl-6-chloro-3,4-dihydroquinazoline

→

5-chloro-2-[3-(N-carbobenzoxyglycyl)aminomethyl-4H-1,2,4-triazol-4-yl]-benzophenone

Ausbeute 35.6%

Lösungsmittel

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwith heating for 2 hours
2. 2
   SonstigeThe reaction mixture is evaporated under reduced pressure
3. 3
   workup.DISSOLUTIONthe residue is dissolved in ethyl acetate (30 ml)
4. 4
   WaschenThe ethyl acetate layer is washed with aqueous sodium bicarbonate and water in order
5. 5
   Trocknendried over sodium sulfate
6. 6
   Sonstigeevaporated under reduced pressure
7. 7
   Sonstigeto remove the solvent
8. 8
   SonstigeThe residue is chromatographed on a column of silica gel, which
9. 9
   Waschenis eluted with ethyl acetate/methanol

Vorschrift

A solution of 3-(Nα -carbobenzoxyglycyl-glycylamino)-4-hydroxy-4-phenyl-6-chloro-3,4-dihydroquinazoline (1.5 g) in acetic acid (20 ml) is refluxed with heating for 2 hours. The reaction mixture is evaporated under reduced pressure, and the residue is dissolved in ethyl acetate (30 ml). The ethyl acetate layer is washed with aqueous sodium bicarbonate and water in order, dried over sodium sulfate and evaporated under reduced pressure to remove the solvent. The residue is chromatographed on a column of silica gel, which is eluted with ethyl acetate/methanol to give 5-chloro-2-[3-(N-carbobenzoxyglycyl)aminomethyl-4H-1,2,4-triazol-4-yl]-benzophenone as a colorless oil (0.515 g).

Quelle