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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1592995Generated: October 29, 2026

Sodium Carbonate → N-(1-benzylpiperidin-4-yl)-2-nitro-4-methylsulphonylaniline

https://huagongshe.com/reaction/1592995

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant1-Fluoro-4-methanesulfonyl-2-nitrobenzeneHCID 313137—
Reactant1-Benzyl-4-piperidylamineHCID 415852—
SolventDimethyl SulfoxideHCID 679—
ProductN-(1-benzylpiperidin-4-yl)-2-nitro-4-methylsulphonylanilineHCID 928150598.5%

Reaction Conditions

Temperature90 °C

Reaction Steps

4-Amino-1-benzylpiperidine (87 g) was added slowly during 20 minutes to a stirred mixture of 2-fluoro-5-methylsulphonyl-nitrobenzene (100 g) and anhydrous sodium carbonate (35 g) in 500 mL DMSO, the internal temperature rose from 20° C. to 50° C. The mixture was stirred at 90° C. for 12 hours, then poured into ice/water and the yellow solid was filtered off, redissolved in dichloromethane, dried and evaporated to give 175 g N-(1-benzylpiperidin-4-yl)-2-nitro-4-methylsulphonylaniline.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07294636B2
Source datasetuspto-grants-2007_11
ORD IDord-cdb0c86b30f8408d9f59b887e5cbf963
Source noteuspto-grants-2007_11