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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 844238Generated: October 30, 2026

Sodium hydride → HCID 18007495, compound

https://huagongshe.com/reaction/844238

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant6-BromoindoleHCID 676493—
SolventDimethylformamideHCID 6228—
ProductHCID 18007495HCID 1800749531.7%

Reaction Steps

To a solution of 6-Bromoindole (1.82 g, 9 mmol) in DMF at 0° C. was added NaH (446 mg, 18 mmol). The mixture was allowed to warm to room temperature and stirred for 15 min. The reaction was then cooled to 0° C., MeSO2Cl (1.55 g, 13.5 mmol) added and the mixture stirred at this temperature for 1.5 h before being quenched with ice and diluted with ethyl acetate. The organic extract was washed with brine and dried over anhydrous Na2SO4. The crude residue was purified by flash chromatography to give the title product as a white solid (782 mg, 29% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06380242B1
Source datasetuspto-grants-2002_04
ORD IDord-b9f94523a67b43ae890a60ac8f0af064
Source noteuspto-grants-2002_04