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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1804698Generated: October 26, 2026

Dimethyl Sulfoxide → N,N-dimethyl-1-(4-nitrophenyl)piperidin-4-amine

https://huagongshe.com/reaction/1804698

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantTriethylamineHCID 8471—
Reactantp-FluoronitrobenzeneHCID 9590—
ReactantN,N-Dimethylpiperidin-4-amineHCID 417391—
SolventWaterHCID 962—
ProductN,N-dimethyl-1-(4-nitrophenyl)piperidin-4-amineHCID 11086151—

Reaction Conditions

Temperature100 °C

Reaction Steps

A 100 ml flask was charged with 1-fluoro-4-nitrobenzene (2.122 ml, 20 mmol), dimethylsulfoxide (30 ml), N,N-dimethylpiperidin-4-amine (2.82 g, 22.00 mmol) and triethylamine (5.58 ml, 40.0 mmol). The resulting solution was stirred at 100° C. under nitrogen for 24 hours. The reaction mixture was allowed to cool, and was poured in stirring cold water (1000 ml) and the solid collected by filtration and washed with water. The precipitate was vacuum dried to provide the title compound. MS (ESI(+)) m/e 249.9 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08354422B2
Source datasetuspto-grants-2013_01
ORD IDord-4067e18b2f174e3698967972cf5b3095
Source noteuspto-grants-2013_01