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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 64194Generated: October 26, 2026

Ammonium Chloride → 3-Bromo-5-methoxyaniline

https://huagongshe.com/reaction/64194

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant1-Bromo-3-methoxy-5-nitrobenzeneHCID 12299076—
CatalystZincHCID 23994—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product3-Bromo-5-methoxyanilineHCID 1499882892%

Reaction Steps

To a solution of 1-bromo-3-methoxy-5-nitrobenzene (1 g, 4.33 mmol) in THF (10 ml) were added a solution of ammonium chloride (1.83 g, 34.6 mmol, 8 eq.) in water (5 ml) and zinc (1.93 g, 34.6 mmol, 8 eq.). The mixture was stirred at RT for 30 min and filtered. The filtrate was diluted with water and extracted as in Example 1(d). The solvent was distilled off to afford the product in 92% yield (0.8 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447091B2
Source datasetuspto-grants-2016_09
ORD IDord-ed58a9e09fac44dd9e4687a7f2067129
Source noteuspto-grants-2016_09