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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 896290Generated: October 29, 2026

Water → 2-{[1-(Phenylsulfonyl)-1H-indole-4-yl]oxy}ethylazide

https://huagongshe.com/reaction/896290

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium AzideHCID 33557—
Reactant4-(2-Chloroethoxy)-1-(phenylsulfonyl)-1H-IndoleHCID 10404724—
SolventDimethylformamideHCID 6228—
Product2-{[1-(Phenylsulfonyl)-1H-indole-4-yl]oxy}ethylazideHCID 12018438—

Reaction Conditions

Temperature60 °C

Reaction Steps

A suspension of 4-(2-chloroethoxy)-1-(phenylsulfonyl)-1H-indole (3.35 g, 10 mmol) and sodium azide (1.95 g, 30 mmol) in anhydrous dimethylformamide is stirred under nitrogen for 20 hr at 60° C., poured into water and extracted with diethyl ether. The extracts are combined, washed sequentially with 1N HCl, H2O and saturated NaCl, dried over MgSO4 and concentrated in vacuo to afford the title product as an off-white solid, 3.3 g (96%), identified by NMR and mass spectral analyses.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06919354B2
Source datasetuspto-grants-2005_07
ORD IDord-cac6aa42a99f49cb8c930d0b249e1c97
Source noteuspto-grants-2005_07