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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1770826Generated: November 1, 2026

Tetrahydrofuran → HCID 68872252, compound

https://huagongshe.com/reaction/1770826

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant3-Nitrobenzenesulfonyl chlorideHCID 8476—
ReactantDiisopropylethylamineHCID 81531—
Reactant4-Amino-1-methylpiperidineHCID 2737531—
ProductHCID 68872252HCID 68872252—

Reaction Steps

To a solution of 3-chlorosulfonylnitrobenzene (45) (2.21 g, 10 mmol) in tetrahydrofuran (100 mL) at 0° C. were added diisopropylethyl amine (1.93 mL, 15 mmol) followed by N-methyl-4-aminopiperidine (46) (1.36 g, 12 mmol) and then the reaction mixture was stirred at room temperature for 2 hours. The reaction was quenched with water (50 mL), stirred for 30 minutes and the tetrahydrofuran layer was separated. The organic solution was concentrated under reduced pressure. The resulting residue was taken in dichloromethane (200 mL), washed with aqueous solution of sodium bicarbonate (2×100 mL) and then brine. The organic layer was dried over anhydrous sodium sulfate and solvent was removed under reduced pressure to afford the desired product, 3-(N-4-methylpiperidin-1-yl)aminosulfonylnitrobenzene (47). LCMS: purity: 93%; MS (m/e): 300 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09248190B2
Source datasetuspto-grants-2016_02
ORD IDord-35c6816cc3284cf1896671551e19ce19
Source noteuspto-grants-2016_02