반응 #3675

반응 방정식

4,5-dihydro-5-(4-aminobenzoyl)pyrrolo[1,2-a]quinoxaline

2,3-dichlorobenzoyl chloride

2,3-dichlorobenzoyl chloride

triethylamine

triethylamine

→

white solid

수율 13.3%

N-[4-(Pyrrolo[1,2-a]quinoxalin-5(4H)-ylcarbonyl)phenyl]-2,3-dichlorobenzamide

수율 13.3%

용매

dichloromethane

dichloromethane

dichloromethane

반응 조건

후처리

1. 1
   workup.ADDITIONadded
2. 2
   workup.STIRRINGThe mixture is stirred for 2 hours
3. 3
   세척the solution washed with 20 ml each of H2O, 2N citric acid, 1M NaHCO3 and brine
4. 4
   건조The organic layer is dried (Na2SO4)
5. 5
   여과filtered through a thin pad of hydrous magnesium silicate
6. 6
   농축the filtrate concentrated to dryness
7. 7
   기타The residue is chromatographed on thick layer silica gel plates with ethyl acetate-hexane (1:1) as solvent

실험 절차

As described for Example 157, 0.47 g of 4,5-dihydro-5-(4-aminobenzoyl)pyrrolo[1,2-a]quinoxaline, 346 μl of triethylamine and 5 ml of dichloromethane are chilled (ice bath) and 0.415 g of 2,3-dichlorobenzoyl chloride in 2 ml of dichloromethane added. After stirring overnight, an additional 346 μl of triethylamine is added and an additional 0.415 g of 2,3-dichlorobenzoyl chloride added. The mixture is stirred for 2 hours, diluted with 50 ml of dichloromethane and the solution washed with 20 ml each of H2O, 2N citric acid, 1M NaHCO3 and brine. The organic layer is dried (Na2SO4) and filtered through a thin pad of hydrous magnesium silicate and the filtrate concentrated to dryness. The residue is chromatographed on thick layer silica gel plates with ethyl acetate-hexane (1:1) as solvent to give 0.100 g of white solid, m.p. 230°-240° C.

출처