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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1661902Generated: October 29, 2026

(4-Bromo-2-methoxy-6-nitro-phenyl)-(2-methoxy-ethyl)-amine → 5-bromo-3-methoxy-2-N-(2-methoxyethyl)benzene-1,2-diamine

https://huagongshe.com/reaction/1661902

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(4-Bromo-2-methoxy-6-nitro-phenyl)-(2-methoxy-ethyl)-amineHCID 57772042—
CatalystNickelHCID 935—
SolventTetrahydrofuranHCID 8028—
Product5-bromo-3-methoxy-2-N-(2-methoxyethyl)benzene-1,2-diamineHCID 57772082—

Reaction Steps

A solution of 6.19 (20 mmol) (4-bromo-2-methoxy-6-nitro-phenyl)-(2-methoxy-ethyl)-amine in 140 ml THF is hydrogenated in the presence of 1.4 g Raney-Nickel (B113W Degussa) at normal pressure for 25 h. The catalyst is filtered off and the filtrate is concentrated in vacuo. The residue is purified by flash-chromatography on silica gel (hexane:EtOAc=2:1) to afford 4.95 g of the title compound as a as a reddish oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08030497B2
Source datasetuspto-grants-2011_10
ORD IDord-62abb3ed1ef042eb83667e40f9e8988b
Source noteuspto-grants-2011_10