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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 234505Generated: October 26, 2026

3-Amino-5-chloro-3-(2-chlorophenyl)-1,3-dihydro-1-(2-methoxy-4-nitrobenzenesulfonyl)indol-2-one → 3-Amino-1-(4-amino-2-methoxybenzenesulfonyl)-5-chloro-3-(2-chlorophenyl)-1,3-dihydroindol-2-one

https://huagongshe.com/reaction/234505

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Amino-5-chloro-3-(2-chlorophenyl)-1,3-dihydro-1-(2-methoxy-4-nitrobenzenesulfonyl)indol-2-oneHCID 19076515—
ReactantHCID 178418361HCID 178418361—
CatalystNickelHCID 935—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product3-Amino-1-(4-amino-2-methoxybenzenesulfonyl)-5-chloro-3-(2-chlorophenyl)-1,3-dihydroindol-2-oneHCID 15284464—

Reaction Steps

2.17 g of the compound obtained in EXAMPLE 16 in 30 ml of MeOH and 30 ml of THF are reduced with hydrogen under a pressure of 40 bar for 4 hours at RT, in the presence of 1 g of Raney nickel. The mixture is vacuum. The residue is chromatographed on silica using DCM and then a DCM/AcOEt mixture (90/10; v/v) as the eluent to give the expected product after crystallization from a DCM/iso ether mixture. m=1.3 g. M.p.=198° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05594023
Source datasetuspto-grants-1997_01
ORD IDord-1503794e725d41c6a8a81553458139de
Source noteuspto-grants-1997_01