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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1091547Generated: October 27, 2026

Methanol → 5-Cyano-1-(2,4-dimethoxybenzenesulfonyl)-3-hydroxy-3-(2-ethoxyphenyl)-indol-2-one

https://huagongshe.com/reaction/1091547

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant2,4-Dimethoxybenzenesulfonyl chlorideHCID 2734626—
ReactantPotassium tert-butoxideHCID 23665647—
Reactant5-Cyano-3-(2-ethoxyphenyl)-3-hydroxy-indol-2-oneHCID 66593041—
SolventDimethylformamideHCID 6228—
Product5-Cyano-1-(2,4-dimethoxybenzenesulfonyl)-3-hydroxy-3-(2-ethoxyphenyl)-indol-2-oneHCID 6659299349.1%

Reaction Steps

1.7 g (15 mmol) of potassium tert-butanolate were added in portions to 4 g (13.6 mmol) of the intermediate 1b in 40 ml of anhydrous dimethylformamide at 0° C., and the mixture was stirred for about 90 minutes. Then 3.4 g (14.3 mmol) of 2,4-dimethoxybenzenesulfonyl chloride were rapidly added dropwise at 0° C. The reaction mixture was stirred at 0° C. for 2 h. This solution was then poured into an ice-water/K2CO3 solution, resulting in a precipitate which was isolated. The resulting residue was treated with a little methanol, filtered off with suction and dried, resulting in 3.3 g of the product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08129389B2
Source datasetuspto-grants-2012_03
ORD IDord-abffd40b5f6044ca92618cb63502bc76
Source noteuspto-grants-2012_03