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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 31349Generated: October 24, 2026

5-chloro-1H-indole-2,3-dione → 5-Chloro-3-hydroxy-3-(3,5-dimethoxyphenyl)-1,3-dihydro-2H-indol-2-one

https://huagongshe.com/en/reaction/31349

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-chloro-1H-indole-2,3-dioneHCID 87203—
Reactant1-Bromo-3,5-dimethoxybenzeneHCID 639187—
ReactantMagnesiumHCID 5462224—
SolventTetrahydrofuranHCID 8028—
Product5-Chloro-3-hydroxy-3-(3,5-dimethoxyphenyl)-1,3-dihydro-2H-indol-2-oneHCID 2256091160.6%

Reaction Steps

This compound is prepared according to the procedure described in step A of Preparation 1.6, starting with 1.2 g of magnesium, 9.5 g of 1-bromo-3,5-dimethoxybenzene, 50 ml of THF and a solution of 3 g of 5-chloro-1H-indole-2,3-dione in 50 ml of THF. 3.2 g of the expected product are obtained after crystallization from iso ether; m.p.=191° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07425566B2
Source datasetuspto-grants-2008_09
ORD IDord-b91722a6d23c4616a697ac482eb50a9d
Source noteuspto-grants-2008_09