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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1243321Generated: October 28, 2026

Sodium hydride → HCID 21925384, compound

https://huagongshe.com/reaction/1243321

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant5-chloro-1H-indole-2,3-dioneHCID 87203—
Reactant2,4-Dimethoxybenzenesulfonyl chlorideHCID 2734626—
SolventDimethylformamideHCID 6228—
ProductHCID 21925384HCID 2192538438.3%

Reaction Conditions

Temperature20 °C

Reaction Steps

0.5 g of 60% sodium hydride in oil is added to a mixture of 3.6 g of 5-chloro-1H-indole-2,3-dione in 20 ml of DMF, and the mixture is stirred for 30 minutes at 20° C. 4.8 g of 2,4-dimethoxybenzenesulphonyl chloride are then added and the mixture is stirred at 20° C. for 1 hour. The resulting mixture is concentrated under vacuum (1.3 Pa), the residue is extracted with EtOAc, the organic phase is washed with water and dried over Na2SO4, and the solvent is evaporated off under vacuum. The residue is triturated in iso ether and the precipitate formed is filtered off by suction. 2.9 g of the expected product are obtained after crystallization from hot EtOAc, m.p.=194.5° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07119086B2
Source datasetuspto-grants-2006_10
ORD IDord-eef63851a0bf4a09a09bd46716f22d63
Source noteuspto-grants-2006_10