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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1947582Generated: October 29, 2026

Tetrahydrofuran → HCID 68872252, compound

https://huagongshe.com/reaction/1947582

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 numberUS08399472B2
Source datasetuspto-grants-2013_03
ORD IDord-67ccef609c134537b8e3720981131e23
Source noteuspto-grants-2013_03