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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2197433Generated: October 31, 2026

Water → 3,5-Dichloro-3-(2-methoxyphenyl)indolin-2-one

https://huagongshe.com/reaction/2197433

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPyridineHCID 1049—
ReactantThionyl ChlorideHCID 24386—
Reactant5-Chloro-3-hydroxy-3-(2-methoxyphenyl)indolin-2-oneHCID 21905955—
SolventDichloromethaneHCID 6344—
Product3,5-Dichloro-3-(2-methoxyphenyl)indolin-2-oneHCID 21905913—

Reaction Steps

38 ml (0.518 mol) thionyl chloride were slowly added by drops to 100 g (0.345 mol) of the intermediate product 1a, 56 ml (0.695 mol) pyridine in 1 l methylene chloride at 0° C., and then stirred for approximately 30 minutes more. Then the reaction mixture was poured on to icy water and the organic phase was separated. This organic phase was then washed with water, dried and concentrated in a vacuum. The residue was treated with toluene a number of times and the organic solvent was removed in a vacuum each time. 79 g of the raw product were obtained and further reacted without further cleaning.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338590B2
Source datasetuspto-grants-2012_12
ORD IDord-3df1f70343284c9884b615ba04f98e65
Source noteuspto-grants-2012_12