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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1027986Generated: October 30, 2026

Chlorosulfonyl isocyanate → 6-Bromo-1H-indole-3-carbonitrile

https://huagongshe.com/reaction/1027986

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosulfonyl isocyanateHCID 70918—
Reactant6-BromoindoleHCID 676493—
SolventDimethylformamideHCID 6228—
Product6-Bromo-1H-indole-3-carbonitrileHCID 11470067100.2%

Reaction Steps

To 6-bromo-1H-indole (41.36 g, 211.0 mmol) in DMF (150 mL) at −78° C. was added chlorosulfonyl isocyanate (20 mL, 225 mmol). After complete addition, the mixture was allowed to warm to room temperature and stirred for 2 hrs. The reaction mixture was poured into ice (500 mL) and stirred for 30 minutes. The precipitate was collected on a filter and dried in a vacuum oven to give 6-bromo-1H-indole-3-carbonitrile as a light-beige solid (46.73 g, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735414B2
Source datasetuspto-grants-2014_05
ORD IDord-eadf67fb14f44d17b7dba449aee1e58d
Source noteuspto-grants-2014_05