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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 513230Generated: October 25, 2026

Hydrochloric Acid → 3-Bromo-2-methoxyaniline

https://huagongshe.com/reaction/513230

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantStannous ChlorideHCID 24479—
Reactant1-Bromo-2-methoxy-3-nitrobenzeneHCID 22505713—
SolventTetrahydrofuranHCID 8028—
Product3-Bromo-2-methoxyanilineHCID 22667735—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 1-Bromo-2-methoxy-3-nitro-benzene (17.8 g, 0.0768 mol), SnCl2 (69.27 g, 0.3069 mol) and 4N HCl (80 mL) in THF (200 mL) is stirred at 80° C. for 16 h. After reaction, evaporated out THF and added NaHCO3 solution, filtered and the filtrate is extracted with ethyl acetate (3×800 mL). The combined organic phase is ished with water and brine, dried over Na2SO4, concentrated in vacuo to give the desired product. Yield: 14.8 g (96%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102684B2
Source datasetuspto-grants-2015_08
ORD IDord-5c8d770a6f074fd3a318c0d5e69c5ee3
Source noteuspto-grants-2015_08