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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1851615Generated: November 1, 2026

Dimethylformamide → ethyl 6-chloro-7-[methyl(2-thienylsulfonyl)amino]-1H-indole-2-carboxylate

https://huagongshe.com/reaction/1851615

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactantethyl 6-chloro-7-[(2-thienylsulfonyl)amino]-1H-indole-2-carboxylateHCID 57476027—
SolventWaterHCID 962—
Productethyl 6-chloro-7-[methyl(2-thienylsulfonyl)amino]-1H-indole-2-carboxylateHCID 5747603077.2%

Reaction Steps

A mixture of ethyl 6-chloro-7-[(2-thienylsulfonyl)amino]-1H-indole-2-carboxylate (1.00 g), methyl iodide (0.17 mL), potassium carbonate (0.36 g) and N,N-dimethylformamide (10 mL) was stirred at room temperature overnight. Water was added to the reaction mixture, and the obtained crystals were filtrated, washed with water and dried. The obtained crystals were subjected to NH silica gel column chromatography and the title compound (0.80 g, yield 77%) was obtained as colorless crystals from a fraction eluted with ethyl acetate-hexane (1:2, volume ratio). melting point 156-157° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957070B2
Source datasetuspto-grants-2015_02
ORD IDord-18ed6d53deca494d900111e1cf0e3166
Source noteuspto-grants-2015_02