반응 #3676

반응 방정식

2-chlorobenzenesulfonyl chloride

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

triethylamine

→

white crystals

수율 20.9%

10-[4-[[(2-Chlorophenyl)sulfonyl]amino]benzoyl]-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine

수율 20.9%

용매

dichloromethane

dichloromethane

반응 조건

후처리

1. 1
   세척The mixture is washed with 20 ml each of H2O, 2N citric acid, 1M NaHCO3, brine
2. 2
   건조dried (Na2SO4)
3. 3
   여과The solution is filtered through a thin pad of hydrous magnesium silicate
4. 4
   농축the filtrate concentrated to dryness
5. 5
   기타The residue is chromatographed on thick layer silica gel plates (4) with the solvent ethyl acetate-hexane (1:1)
6. 6
   기타to give a solid
7. 7
   기타Crystallization from ethyl acetate

실험 절차

To a solution of 0,418 g of 2-chlorobenzenesulfonyl chloride in 5 ml of dichloromethane, cooled to 0° C. is added 0.50 g of 10,11-dihydro-10-(4-aminobenzoyl)-5H-pyrrolo[2,1-c][1,4]benzodiazepine and 0.346 μl of triethylamine. The mixture is stirred at room temperature overnight and diluted with 50 ml of dichloromethane. The mixture is washed with 20 ml each of H2O, 2N citric acid, 1M NaHCO3, brine and dried (Na2SO4). The solution is 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 (4) with the solvent ethyl acetate-hexane (1:1) to give a solid. Crystallization from ethyl acetate gives 0.165 g of white crystals, m.p. 206°-210° C.

출처