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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1507022Generated: October 31, 2026

4-Bromo-2-fluoro-1-nitrobenzene → 5-bromo-N-methyl-2-nitroaniline

https://huagongshe.com/reaction/1507022

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Bromo-2-fluoro-1-nitrobenzeneHCID 2783362—
ReactantMethylamine hydrochlorideHCID 6364545—
SolventDimethyl SulfoxideHCID 679—
Product5-bromo-N-methyl-2-nitroanilineHCID 1060953098%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a solution of 4-bromo-2-fluoro-1-nitrobenzene (10 g, 45.7 mmol) in DMSO (50 mL) was added TEA (18.47 g, 183 mmol), methylamine hydrochloride (6.1 g, 91.4 mmol) and the reaction mixture was heated under microwave conditions at 120° C. for 3 h. The mixture was cooled, extracted with ethyl acetate; the combined organic extracts were washed with brine, dried over sodium sulfate and concentrated. The crude product was used in next step without further purification. (10.5 g, yield 98%) MS (ESI+) e/z: 231.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09221794B2
Source datasetuspto-grants-2015_12
ORD IDord-6b3ba38f5d1f43258a0e619c81fcdc20
Source noteuspto-grants-2015_12