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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 965548Generated: 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/965548

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 due 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 numberUS05773612
Source datasetuspto-grants-1998_06
ORD IDord-28077b6f49104263a4aa656924c5ca26
Source noteuspto-grants-1998_06