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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 900299Generated: October 26, 2026

Tetrahydrofuran → (Tert-butyl)[(5-chloro-3-fluoro(2-thienyl))sulfonyl]amine

https://huagongshe.com/reaction/900299

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantN-FluorobenzenesulfonimideHCID 588007—
Reactant5-Chlorothiophene-2-sulfonic acid tert-butylamideHCID 10106323—
ReactantButyllithiumHCID 178418339—
SolventHexaneHCID 8058—
Product(Tert-butyl)[(5-chloro-3-fluoro(2-thienyl))sulfonyl]amineHCID 22064462108.2%

Reaction Conditions

Temperature23 °C

Reaction Steps

A THF solution (1.5 mL) of 128 mg (0.50 mmol) of (tert-butyl)[(5-chloro(2-thienyl))sulfonyl]amine was cooled to −78° C. and treated with 954 μL (1.5 mmol) of a 1.6 M solution of butyl lithium in hexane. After 1 h, 159 mg (0.5 mmol) of bis(phenylsulfonyl)fluoroamine was added and the solution was allowed to warm to 23° C. The reaction was quenched with 1 mL of sat. NH4Cl, extracted 3 times with diethyl ether, dried (MgSO4), concentrated in vacuo to afford a quantitative yield (147 mg) of the desire product. 19F-NMR (CDCl3) δ (ppm): −113.4.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07358257B2
Source datasetuspto-grants-2008_04
ORD IDord-b9726075593e46f5a80025deb39017e5
Source noteuspto-grants-2008_04