Reacción #95615

Ecuación de reacción

(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

Disolventes

acetic acid anhydride

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaunder reflux for 3 hours
2. 2
   Otrosubsequently evaporated in vacuo
3. 3
   Lavadothe solution is washed once with ca 30 ml of saturated sodium hydrogen carbonate solution and once with ca 30 ml of water
4. 4
   Secadodried over magnesium sulphate
5. 5
   Otroevaporated
6. 6
   OtroAfter column chromatography and recrystallisation from ethyl acetate

Procedimiento

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.

Fuente