Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 515209Generated: October 26, 2026

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

https://huagongshe.com/reaction/515209

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantMethylamineHCID 6329—
Reactant1,4-DioxaneHCID 31275—
Reactant4-Bromo-2-fluoro-1-nitrobenzeneHCID 2783362—
SolventWaterHCID 962—
Product5-bromo-N-methyl-2-nitroanilineHCID 10609530—

Reaction Conditions

Temperature90 °C

Reaction Steps

To a round bottom flask was added 4-bromo-2-fluoro-1-nitrobenzene (11.8 g, 53.7 mmol), anhydrous 1,4 Dioxane (100 mL), and a 2.0 M solution of methyl amine in methanol (56.4 mL, 113 mmol). The reaction mixture was then heated to 90° C. while stirring in a hot oil bath with a water cooled reflux condenser attached under an atmosphere of nitrogen for 3.5 hours. The crude reaction mixture was then allowed to cool to room temperature, and concentrated to give 5-bromo-N-methyl-2-nitroaniline (1-1). MS (M)+: observed=230.9, calculated=231.05.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09108937B2
Source datasetuspto-grants-2015_08
ORD IDord-54e72e7a4f734afcb1bedba195b35b5c
Source noteuspto-grants-2015_08