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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1028417Generated: November 2, 2026

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

https://huagongshe.com/reaction/1028417

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantHeptaneHCID 8900—
ReactantPotassium tert-butoxideHCID 23665647—
ReactantHCID 86670069HCID 86670069—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product2-(1-Benzyl-1H-indol-5-yl)-N-methylethane-1-sulfonamideHCID 66973924—

Reaction Conditions

Temperature82.5 °C

Reaction Steps

2-(4-benzylamino-3-ethynyl-phenyl)-ethanesulfonic acid methylamide (100 g) was dissolved in N-methylpyrrolidone (1500 ml) at 25° C. Potassium tert-butoxide (67 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 (3500 ml) was added and stirred for 30 minutes. The solution was extracted with ethyl acetate (4000 ml). The organic layer was dried over sodium sulfate and distilled under vacuum to obtain a residue. The residue was treated with heptane (500 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: 76 g, HPLC Purity: 98%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735589B2
Source datasetuspto-grants-2014_05
ORD IDord-3c1b0d5f2c4f414a955fd1164d27e3b6
Source noteuspto-grants-2014_05