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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1028418Generated: November 2, 2026

Water → 2-(1H-Indol-5-yl)-N-methylethane-1-sulfonamide

https://huagongshe.com/reaction/1028418

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantHeptaneHCID 8900—
ReactantPotassium tert-butoxideHCID 23665647—
ReactantHCID 66973773HCID 66973773—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product2-(1H-Indol-5-yl)-N-methylethane-1-sulfonamideHCID 13475765—

Reaction Conditions

Temperature82.5 °C

Reaction Steps

N-[4-(2-methylsulfamoyl-ethyl)-2-trimethylsilanylethynyl-phenyl]-acetamide (100 gm) was dissolved in N-methylpyrrolidone (900 ml) at 25° C. under inert atmosphere. Potassium tert-butoxide (49 g) was added and heated to 80-85° C. for 120-150 minutes. The reaction mass was cooled gradually to 25° C., water (3000 ml) was added and stirred for 30 minutes. The solution was extracted with ethyl acetate (2000 ml). The organic layer was dried over sodium sulfate and vacuum distilled to obtain a residue. The residue was treated with heptane (300 ml) to obtain a solid. The solid was filtered, washed with heptane and dried at 50-55° C. under vacuum to obtain title compound. (Yield: 74 g, HPLC Purity: 98%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735589B2
Source datasetuspto-grants-2014_05
ORD IDord-2ee46eaf334f4abbaa1324e3273770c0
Source noteuspto-grants-2014_05