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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1906560Generated: October 31, 2026

Water → 1h-Indole-1-carboxamide,2,3-dihydro-2-oxo-6-(trifluoromethyl)-

https://huagongshe.com/reaction/1906560

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantChlorosulfonyl isocyanateHCID 70918—
Reactant6-TrifluoromethyloxindoleHCID 608487—
SolventAcetonitrileHCID 6342—
Product1h-Indole-1-carboxamide,2,3-dihydro-2-oxo-6-(trifluoromethyl)-HCID 136476359.4%

Reaction Steps

To a slurry of 6-trifluoromethyl-2-oxindole (8.0 g, 0.04 mole) in acetonitrile (80 ml) was added chlorosulfonyl isocyanate (6.65 g, 0.047 mole) and the mixture stirred for 45 minutes. Water (100 ml) was then added and the aqueous mixture stirred for one hour. The precipitate which formed was filtered off and recrystallized from acetonitrile to give 0.92 g of title product. Extraction of the filtration from the aqueous reaction mixture with ethyl acetate (300 ml) followed by drying the extract over MgSO4 and then evaporating it under reduced pressure gave additional product. Recrystallization from acetonitrile gave additional (2.2 g) product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04652658
Source datasetuspto-grants-1987_03
ORD IDord-5ec93496d61640a1a2d4d70694dc20bc
Source noteuspto-grants-1987_03