反应 #95666

反应方程式

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

溶剂

toluene

反应条件

后处理

1. 1
   温度to 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
   温度The mixture is subsequently cooled
4. 4
   其他After separation of the organic phase
5. 5
   萃取the alkaline-aqueous phase is extracted twice with 250 ml of ethyl acetate each time
6. 6
   洗涤The organic extracts are washed twice with saturated sodium chloride solution
7. 7
   其他dried
8. 8
   其他evaporated
9. 9
   其他After crystallisation of the residue from methylene chloride/hexane, there
10. 10
    其他is recovered a portion
11. 11
    其他The mother liquor is evaporated
12. 12
    其他chromatographed on 100 g of silica gel
13. 13
    洗涤while eluting with ethyl acetate and alcohol
14. 14
    其他After recrystallisation of the thus-obtained substance from acetone

实验过程

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.

来源