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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 916629Generated: October 29, 2026

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

https://huagongshe.com/reaction/916629

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 1 N 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 numberUS07271180B2
Source datasetuspto-grants-2007_09
ORD IDord-5cae6e281e5b4b2fa02639a34589f702
Source noteuspto-grants-2007_09