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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2390204Generated: November 2, 2026

Ethyl Acetate → 2-Ethyl-5-(methylsulfonyl)aniline

https://huagongshe.com/reaction/2390204

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant4-(Methylsulfonyl)-2-nitro-1-vinylbenzeneHCID 58521924—
CatalystIronHCID 23925—
SolventAcetic AcidHCID 176—
Product2-Ethyl-5-(methylsulfonyl)anilineHCID 28355896—

Reaction Conditions

Temperature60 °C

Reaction Steps

A solution of 4-(methylsulfonyl)-2-nitro-1-vinylbenzene (Intermediate 121; 3.60 g; 15.8 mmol) in AcOH (100 mL) was treated with a solution of iron (15.9 g; 285 mmol) in AcOH (20 ml) and the reaction mixture was stirred at 60° C. for 1 h. EtOAc was added and the solution was filtered, the solvents removed under reduced pressure. The residue was taken up in EtOAc, washed with a sat. NaHCO3 solution in water, then with brine. The organic layer was dried, filtered and concentrated to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273769B2
Source datasetuspto-grants-2012_09
ORD IDord-8799b27152d74b098446b61343b8d02b
Source noteuspto-grants-2012_09