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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2210829Generated: November 4, 2026

2-Nitroaniline → Benzenemethanamine, 4-fluoro-N-(2-nitrophenyl)-

https://huagongshe.com/reaction/2210829

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-NitroanilineHCID 6946—
Reactant4-Fluorobenzyl chlorideHCID 9602—
SolventMethyl Ethyl KetoneHCID 6569—
ProductBenzenemethanamine, 4-fluoro-N-(2-nitrophenyl)-HCID 11311160—

Reaction Steps

56 g N-(4-fluorobenzyl) 2-nitroaniline are reduced in the presence of 34 g of 5% palladized charcoal into methanol (560 ml) using a stream of hydrogen at room temperature and normal pression. After achievement of the reaction, the mixture is washed with nitrogen, filtered on clay (Trade Mark Celite) and concentrated to dryness. The residue is recrystallized from isopropyl ether. The desired N-substituted phenylene diamine, is thus obtained recovered weight: 38.5 g. The starting material N-(4-fluorobenzyl) 2-nitroaniline is prepared by alkylating the 2-nitroaniline by means of 4-fluorobenzyl chloride in the methyl ethyl ketone.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05461059
Source datasetuspto-grants-1995_10
ORD IDord-71b6a4a453dd4985aa36bbdea00cf675
Source noteuspto-grants-1995_10