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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1027988Generated: November 3, 2026

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

https://huagongshe.com/reaction/1027988

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosulfonyl isocyanateHCID 70918—
Reactant6-Methoxy-1H-indoleHCID 76659—
SolventDimethylformamideHCID 6228—
Product6-Methoxy-1H-indole-3-carbonitrileHCID 5340119790%

Reaction Steps

A solution of 6-methoxy-1H-indole (100.0 g, 679.0 mmol) in DMF (560 mL) was cooled to −78° C. and treated with chlorosulfonyl isocyanate (71 mL, 815 mmol). After the addition the reaction mixture was stirred for 1 hour. The dark solution was poured into ice water (2 L) and the light brown solid was collected by filtration, washed with additional water and dried to afford 6-methoxy-1H-indole-3-carbonitrile as a light brown solid (104.8 g, 90%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735414B2
Source datasetuspto-grants-2014_05
ORD IDord-adb43c5e87e945b4aa93596e65c97812
Source noteuspto-grants-2014_05