Reaktion #95615

Reaktionsgleichung

(S)-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxaldehyde-1-oxime

→

(S)-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carbonitrile

Lösungsmittel

acetic acid anhydride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturunder reflux for 3 hours
2. 2
   Sonstigesubsequently evaporated in vacuo
3. 3
   Waschenthe solution is washed once with ca 30 ml of saturated sodium hydrogen carbonate solution and once with ca 30 ml of water
4. 4
   Trocknendried over magnesium sulphate
5. 5
   Sonstigeevaporated
6. 6
   SonstigeAfter column chromatography and recrystallisation from ethyl acetate

Vorschrift

A solution of 5.24 g (18.5 mmol) of (S)-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxaldehyde-1-oxime in 50 ml of acetic acid anhydride is heated to boiling under reflux for 3 hours and subsequently evaporated in vacuo. The residue is taken up in chloroform, the solution is washed once with ca 30 ml of saturated sodium hydrogen carbonate solution and once with ca 30 ml of water, dried over magnesium sulphate and evaporated. After column chromatography and recrystallisation from ethyl acetate, there is obtained (S)-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carbonitrile of melting point 223°-225° C.

Quelle