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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 234500Generated: October 30, 2026

Methanesulfonyl chloride → 5-Chloro-3-(2-chlorophenyl)-1,3-dihydro-1-(2,4-dimethoxybenzenesulfonyl)-3-(methylsulfonamido)indol-2-one

https://huagongshe.com/reaction/234500

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant3-Amino-5-chloro-3-(2-chlorophenyl)-1,3-dihydro-1-(2,4-dimethoxybenzenesulfonyl)indol-2-oneHCID 15284463—
SolventPyridineHCID 1049—
Product5-Chloro-3-(2-chlorophenyl)-1,3-dihydro-1-(2,4-dimethoxybenzenesulfonyl)-3-(methylsulfonamido)indol-2-oneHCID 19076614—

Reaction Steps

A solution of 0.4 g of the compound obtained in EXAMPLE 3 in 5 ml of pyridine is cooled to 0° C. and 0.1 g of methanesulfonyl chloride is added. The mixture is stirred for 18 hours, the temperature being allowed to rise to RT, and evaporated under vacuum. The residue is extracted with AcOEt, washed with a 5% solution of potassium hydrogensulfate, dried over sodium sulfate and evaporated under vacuum. The residue is chromatographed on silica using a DCM/AcOEt mixture (98/2; v/v) as the eluent to give the expected product after crystallization from a DCM/iso ether mixture. m=0.22 g. M.p.=252° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05594023
Source datasetuspto-grants-1997_01
ORD IDord-b47effb71fdf4316be18916a38d7ae0d
Source noteuspto-grants-1997_01