HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 562698Generated: October 25, 2026
Tetrahydrofuran → (Tert-butyl)[(5-chloro-3-fluoro(2-thienyl))sulfonyl]amine
https://huagongshe.com/reaction/562698
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | N-Fluorobenzenesulfonimide | HCID 588007 | — |
| Reactant | 5-Chlorothiophene-2-sulfonic acid tert-butylamide | HCID 10106323 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | (Tert-butyl)[(5-chloro-3-fluoro(2-thienyl))sulfonyl]amine | HCID 22064462 | 108.2% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08067428B2 |
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| Source dataset | uspto-grants-2011_11 |
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| ORD ID | ord-da183f8cfd3045078ee9bf4fa82842d6 |
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| Source note | uspto-grants-2011_11 |
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