반응 #3701

반응 방정식

2,4-dichlorobenzoyl chloride

10,11-dihydro-10-(4-aminobenzoyl)-5H-imidazo[2,1-c][1,4]benzodiazepine

sodium hydride

→

tan foam

N-[4-(5H-Imidazo[2,1-c][1,4]benzodiazepin-10(11H)-ylcarbonyl)phenyl]-2,4-dichlorobenzamide

용매

dioxane

dioxane

dioxane

반응 조건

후처리

1. 1
   온도warmed slightly
2. 2
   기타to obtain a nearly complete solution
3. 3
   온도The mixture is warmed slightly
4. 4
   workup.WAITGas evolution stops in a few minutes
5. 5
   온도The reaction mixture is cooled to room temperature
6. 6
   기타The volatiles are evaporated in vacuo to a residue which
7. 7
   기타is partitioned between water and chloroform
8. 8
   기타The organic layer is separated
9. 9
   추출the aqueous phase extracted with chloroform two more times
10. 10
    여과filtered through MgSO4
11. 11
    기타The filtrate is evaporated in vacuo to a tan foam which
12. 12
    기타is purified by flash chromatography on silica gel by elution with CHCl3 and 3-7% CH3 OH in chloroform

실험 절차

A slurry of 0.330 g of 10,11-dihydro-10-(4-aminobenzoyl)-5H-imidazo[2,1-c][1,4]benzodiazepine in 15 ml of dioxane is stirred and warmed slightly to obtain a nearly complete solution. The reaction mixture is cooled to room temperature and 43 mg of sodium hydride in oil added. The mixture is warmed slightly. Gas evolution stops in a few minutes. The reaction mixture is cooled to room temperature and 153 μl of 2,4-dichlorobenzoyl chloride in 2.5 ml of dioxane added. An additional 3.5 ml of dioxane is added and the reaction mixture stirred at room temperature for 2 days. The volatiles are evaporated in vacuo to a residue which is partitioned between water and chloroform. The organic layer is separated and the aqueous phase extracted with chloroform two more times. The combined organic layers are trated with activated carbon and filtered through MgSO4. The filtrate is evaporated in vacuo to a tan foam which is purified by flash chromatography on silica gel by elution with CHCl3 and 3-7% CH3 OH in chloroform to give 310 mg of tan foam.

출처