Reacción #95640

Ecuación de reacción

5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxaldehyde-3-oxime

→

5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carbonitrile

Disolventes

acetic acid anhydride

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaunder reflux for 28 hours
2. 2
   OtroAfter evaporation of the mixture in vacuo
3. 3
   Lavadowashed twice with 30 ml of saturated sodium hydrogen carbonate solution each time
4. 4
   SecadoThe organic phase is dried over magnesium sulphate
5. 5
   Otroevaporated
6. 6
   OtroAfter column chromatography on silica gel and recrystallisation from ethyl acetate

Procedimiento

A solution of 4.8 g (18.7 mmol) of 5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxaldehyde-3-oxime in 50 ml of acetic acid anhydride is heated to boiling under reflux for 28 hours. After evaporation of the mixture in vacuo, the residue is taken up in 150 ml of chloroform and washed twice with 30 ml of saturated sodium hydrogen carbonate solution each time and with 30 ml of water. The organic phase is dried over magnesium sulphate and evaporated. After column chromatography on silica gel and recrystallisation from ethyl acetate, there is obtained 5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carbonitrile of melting point 184°-186° C.

Fuente