反応 #95666

反応方程式

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

溶媒

toluene

反応条件

後処理

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

実験手順

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.

出典