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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1159769Generated: November 3, 2026

Sodium Hydroxide → 4-Bromo-1-(2-thienylsulfonyl)-1H-indole

https://huagongshe.com/reaction/1159769

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant2-Thiophenesulfonyl chlorideHCID 85518—
Reactant4-BromoindoleHCID 676494—
Catalyst2-Thiophenesulfonyl chlorideHCID 85518—
CatalystTetrabutylammonium hydrogen sulfateHCID 94433—
Product4-Bromo-1-(2-thienylsulfonyl)-1H-indoleHCID 6871717496%

Reaction Steps

Aq. 2.5M NaOH (3 mL) was added to a stirring mixture of 2-thiophenesulfonyl chloride (1.03 g, 5.61 mmol), 4-bromoindole (1.00 g, 5.10 mmol) and tetrabutylammonium hydrogen sulfate (87 mg, 0.05 mmol). The reaction was stirred over night (22 h). Additional 2-thiophenesulfonyl chloride (50 mg, 0.27 mmol) was added with continuous stirring for 3 h. The layers were allowed to separate. The organic layer was washed twice with water, dried and concentrated to get the title compound (1.67 g, 96%) as a gray solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07812017B2
Source datasetuspto-grants-2010_10
ORD IDord-5e141919544c4c318142a5bdfaba2a6a
Source noteuspto-grants-2010_10