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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2281473Generated: November 1, 2026

1-(Methanesulfonylmethyl)-4-nitrobenzene → 3-(Methanesulfonylmethyl)aniline

https://huagongshe.com/reaction/2281473

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(Methanesulfonylmethyl)-4-nitrobenzeneHCID 287370—
ReactantAmmonium formateHCID 2723923—
CatalystIronHCID 23925—
SolventEthanolHCID 702—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product3-(Methanesulfonylmethyl)anilineHCID 2195633971.3%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a mixture of 1-(methylsulfonylmethyl)-4-nitrobenzene (0.77 g, 3.56 mmol) in EtOH (10 mL) and H2O (5 mL) was added iron (1.0 g, 17.82 mmol) and ammonium formate (2.25 g, 35.6 mmol). After heating at 90° C. for 2 h, it was diluted with EtOAc, washed with saturated NaHCO3, brine, dried and concentrated to give 3-(methylsulfonylmethyl)aniline (0.47 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139581B2
Source datasetuspto-grants-2015_09
ORD IDord-b288a3424ec042c19127ed964fe8b35d
Source noteuspto-grants-2015_09