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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1677822Generated: October 31, 2026

N-Benzyl-4-methyl-2-nitroaniline → N-Benzyl-4-methyl-o-phenylenediamine

https://huagongshe.com/reaction/1677822

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-Benzyl-4-methyl-2-nitroanilineHCID 15256882—
CatalystIronHCID 23925—
SolventAcetic AcidHCID 176—
ProductN-Benzyl-4-methyl-o-phenylenediamineHCID 10727275—

Reaction Conditions

Temperature40 °C

Reaction Steps

To a solution of benzyl-(4-methyl-2-nitro-phenyl)-amine (300 mg, 1.24 mmol) in 5 mL acetic acid, was added iron (300 mg, 1.24 mmol). The reaction mixture was heated to 40° C. under argon for 2 h. The mixture was cooled to ambient temperature and filtered through celite and the filtrate was concentrated. The resulting solid was dissolved in ethyl acetate. The organic layer was washed with saturated NaHCO3, dried over MgSO4, filtered and the filtrate was concentrated in vacuo to yield crude product that was used in step 3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08008335B2
Source datasetuspto-grants-2011_08
ORD IDord-c266742411e94c84afbb7da95c180b19
Source noteuspto-grants-2011_08