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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 484700Generated: October 27, 2026

2-Methyl-1-(4-nitrophenyl)-1H-imidazole → 4-(2-methyl-1H-imidazol-1-yl)aniline

https://huagongshe.com/reaction/484700

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methyl-1-(4-nitrophenyl)-1H-imidazoleHCID 10013118—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product4-(2-methyl-1H-imidazol-1-yl)anilineHCID 315747885.2%

Reaction Steps

13.5 g of 2-methyl-1-(4-nitrophenyl)imidazole was hydrogenated in the presence of 10% Pd/c in 160 ml of ethanol at 30° to 40° C. at an initial pressure of 40 kg/cm2. After 3 hours, the reduction mixture was filtered and the solvent was removed from the filtrate under reduced pressure. The residue was recrystallized from a mixed solvent of benzene and n-hexane to obtain 9.8 g of the intended compound having a melting point of 112° to 113° C. Elementary analysis values as C10H11N3 were as follows.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04533669
Source datasetuspto-grants-1985_08
ORD IDord-8c7b98bf84ca4a98b8371079d2be445e
Source noteuspto-grants-1985_08