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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1402765Generated: October 31, 2026

Diisopropylethylamine → 5-bromo-N-methyl-2-nitroaniline

https://huagongshe.com/reaction/1402765

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant4-Bromo-2-fluoro-1-nitrobenzeneHCID 2783362—
ReactantMethylamine hydrochlorideHCID 6364545—
SolventAcetonitrileHCID 6342—
Product5-bromo-N-methyl-2-nitroanilineHCID 10609530—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a suspension of 4-bromo-2-fluoro-1-nitrobenzene (3.0 g) in acetonitrile (100 mL) was added 3.7 g of methylamine hydrochloride followed by 12 mL of N,N-diisopropylethylamine. The mixture was stirred at 60° C. for 16 hours. After cooling down to room temperature, the reaction mixture was concentrated, dissolved in ethyl acetate (100 mL) and washed 3 times with water, then brine, and dried over sodium sulfate. The solvent was removed under reduced pressure, providing 5-bromo-N-methyl-2-nitroaniline as an orange solid. The product was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912190B2
Source datasetuspto-grants-2014_12
ORD IDord-0f13cc91b19a4744823c4568279e815f
Source noteuspto-grants-2014_12