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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1028416Generated: November 3, 2026

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

https://huagongshe.com/reaction/1028416

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantHeptaneHCID 8900—
ReactantPotassium tert-butoxideHCID 23665647—
ReactantHCID 53348247HCID 53348247—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product2-(1H-Indol-5-yl)-N-methylethane-1-sulfonamideHCID 13475765—

Reaction Conditions

Temperature82.5 °C

Reaction Steps

N-[2-ethynyl-4-(2-methylsulfamoyl-ethyl)-phenyl]-acetamide (100 g) was dissolved in N-methylpyrrolidone (900 ml) at 25° C. Potassium tert-butoxide (60 g) was added and the reaction mass was 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 distilled under vacuum to obtain a residue. The residue was treated with heptane (300 ml) to obtain a solid which was filtered, washed with heptane and dried at 50-55° C. under vacuum to obtain the title compound. (Yield: 84 g, HPLC Purity: 98%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735589B2
Source datasetuspto-grants-2014_05
ORD IDord-41f7f9c1a4ad4f1886832cb473006193
Source noteuspto-grants-2014_05