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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 965574Generated: October 30, 2026

Methanol → 3-Amino-1-(2-amino-4-methoxybenzenesulfonyl)-5-chloro-3-(2-chlorophenyl)-1,3-dihydroindol-2-one

https://huagongshe.com/reaction/965574

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant3-Amino-5-chloro-3-(2-chlorophenyl)-1,3-dihydro-1-(4-methoxy-2-nitrobenzenesulfonyl)indol-2-oneHCID 19076369—
CatalystNickelHCID 935—
SolventTetrahydrofuranHCID 8028—
Product3-Amino-1-(2-amino-4-methoxybenzenesulfonyl)-5-chloro-3-(2-chlorophenyl)-1,3-dihydroindol-2-oneHCID 1907641814%

Reaction Steps

A mixture of 2.4 g of the compound obtained in EXAMPLE 105, 1 g of Raney® nickel, 50 ml of MeOH and 50 ml of THF is hydrogenated at atmospheric pressure for 1 hour at RT. The catalyst is filtered off on Celite® and the filtrate is evaporated under vacuum. The residue is chromatographed on silica using DCM and then a DCM/AcOEt mixture (95/5; v/v) as the eluent to give 0.316 g of the expected product after crystallization from a DCM/iso ether mixture. M.p.=160°-166° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05773612
Source datasetuspto-grants-1998_06
ORD IDord-f25d95748b4042f8a5c51aced04414d5
Source noteuspto-grants-1998_06