反応 #83497

反応方程式

2-chlorobenzenesulfonyl chloride

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

triethylamine

→

white crystals

収率 20.9%

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

収率 20.9%

溶媒

dichloromethane

dichloromethane

反応条件

後処理

1. 1
   洗浄The mixture is washed with 20 ml each of H2O, 2N citric acid, 1M NaHCO3, brine
2. 2
   乾燥dried (Na2SO4)
3. 3
   ろ過The solution is filtered through a thin pad of hydrous magnesium silicate
4. 4
   濃縮the filtrate concentrated to dryness
5. 5
   その他The residue is chromatographed on thick layer silica gel plates (4) with the solvent ethyl acetate-hexane (1:1)
6. 6
   その他to give a solid
7. 7
   その他Crystallization from ethyl acetate

実験手順

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.

出典