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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1662598Generated: October 30, 2026

Thionyl Chloride → 3,5-dichloro-3-(2-methoxyphenyl)-1-{[4-methoxy-2-(trifluoromethoxy)phenyl]sulfonyl}-1,3-dihydro-2H-indol-2-one

https://huagongshe.com/reaction/1662598

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant5-chloro-3-hydroxy-3-(2-methoxyphenyl)-1-{[4-methoxy-2-(trifluoromethoxy)phenyl]sulfonyl}-1,3-dihydro-2H-indol-2-oneHCID 67429850—
SolventChloroformHCID 6212—
Product3,5-dichloro-3-(2-methoxyphenyl)-1-{[4-methoxy-2-(trifluoromethoxy)phenyl]sulfonyl}-1,3-dihydro-2H-indol-2-oneHCID 6742932984.8%

Reaction Steps

To a solution of 3.00 g of compound obtained in Step 7-2-2 in CHCl3 (30 ml) was added sequentially 654 mg of Py and 984 mg of thionyl chloride under ice cooling, and the reaction mixture was stirred for 2 hours at the same temperature. The reaction solution was concentrated under reduced pressure, and the obtained residue was purified by column chromatography (silicagel 60; mobile phase: EtOAc/n-hexane=1/4; v/v) to obtain 2.63 g of the title compound (orange color solid).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08030499B2
Source datasetuspto-grants-2011_10
ORD IDord-6f786cfeef314e5188e46f59c5ccbcf5
Source noteuspto-grants-2011_10