반응 #95666

반응 방정식

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

water

sodium hydroxide

→

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

용매

toluene

반응 조건

후처리

1. 1
   온도to reflux
2. 2
   workup.ADDITIONThe mixture is treated with a 0.5 g portion of Sicapent after 16 hours, 19 hours and 24 hours
3. 3
   온도The mixture is subsequently cooled
4. 4
   기타After separation of the organic phase
5. 5
   추출the alkaline-aqueous phase is extracted twice with 250 ml of ethyl acetate each time
6. 6
   세척The organic extracts are washed twice with saturated sodium chloride solution
7. 7
   기타dried
8. 8
   기타evaporated
9. 9
   기타After crystallisation of the residue from methylene chloride/hexane, there
10. 10
    기타is recovered a portion
11. 11
    기타The mother liquor is evaporated
12. 12
    기타chromatographed on 100 g of silica gel
13. 13
    세척while eluting with ethyl acetate and alcohol
14. 14
    기타After recrystallisation of the thus-obtained substance from acetone

실험 절차

0.5 g of 5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxamide is heated to reflux while stirring for 40 hours together with 0.5 g of Sicapent in 150 ml of toluene. The mixture is treated with a 0.5 g portion of Sicapent after 16 hours, 19 hours and 24 hours. The mixture is subsequently cooled and treated with water. The mixture is adjusted to pH 9 with 28 percent sodium hydroxide. After separation of the organic phase, the alkaline-aqueous phase is extracted twice with 250 ml of ethyl acetate each time. The organic extracts are washed twice with saturated sodium chloride solution, dried and evaporated. After crystallisation of the residue from methylene chloride/hexane, there is recovered a portion of unreacted starting material. The mother liquor is evaporated and chromatographed on 100 g of silica gel while eluting with ethyl acetate and alcohol. After recrystallisation of the thus-obtained substance from acetone, there is obtained 5,6-dihydro-5-methyl-6-oxo-4H-imidazo[ 1,5-a][1,4]benzodiazepine-3-carbonitrile of melting point 184°-185° C.

출처