반응 #321678

반응 방정식

water

sodium hydride

3-amino-5-chloro-1,3-dihydro-3-phenylindol-2-one

2,4-dimethoxybenzenesulfonyl chloride

→

expected product

3-Amino-5-chloro-1,3-dihydro-1-(2,4-dimethoxybenzenesulfonyl)-3-phenylindol-2-one

용매

DMF

반응 조건

후처리

1. 1
   workup.STIRRINGthe reaction mixture is stirred overnight
2. 2
   기타to rise to RT
3. 3
   추출extracted with AcOEt
4. 4
   세척washed with water and with a saturated solution of NaCl
5. 5
   건조dried over sodium sulfate
6. 6
   기타evaporated under vacuum
7. 7
   기타The residue is chromatographed on silica using a DCM/AcOEt mixture (95/5; v/v) as the eluent

실험 절차

A solution of 0.3 g of 3-amino-5-chloro-1,3-dihydro-3-phenylindol-2-one in 7 ml of DMF is cooled to 0° C. under an argon atmosphere and 0.037 g of sodium hydride as an 80% dispersion in oil is added. After stirring for 20 minutes, 0.275 g of 2,4-dimethoxybenzenesulfonyl chloride is added and the reaction mixture is stirred overnight, the temperature being allowed to rise to RT. It is poured into water, extracted with AcOEt, washed with water and with a saturated solution of NaCl, dried over sodium sulfate and evaporated under vacuum. The residue is chromatographed on silica using a DCM/AcOEt mixture (95/5; v/v) as the eluent to give the expected product after crystallization from a DCM/iso ether/hexane mixture. m=0.31 g. M.p.=108°-110° C.

출처