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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1473936Generated: October 26, 2026

Acetic Acid → 3-bromo-N2-methyl-5-trifluoromethylbenzene-1,2-diamine

https://huagongshe.com/reaction/1473936

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantWaterHCID 962—
Reactant(2-Bromo-6-nitro-4-trifluoromethyl-phenyl)-methyl-amineHCID 68878922—
CatalystIronHCID 23925—
SolventTetrahydrofuranHCID 8028—
Product3-bromo-N2-methyl-5-trifluoromethylbenzene-1,2-diamineHCID 86061318122.3%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a mixture of an iron powder (11 g), acetic acid (12 ml), THF (40 ml), and water (10 ml) was added dropwise a mixture of (2-bromo-6-nitro-4-trifluoromethyl-phenyl)-methyl-amine (10 g) and THF (50 ml) while stirring and heating at 70° C. After that, the mixture was stirred at 70° C. for 3 hours. The resulting reaction mixture was filtered through celite (registered trademark), and washed with THF. The resulting filtrate was concentrated under reduced pressure. To the resulting residue was poured 10% sodium hydroxide aqueous solution, and the mixture was extracted with ethyl acetate. The organic layer was dried over magnesium sulfate, and concentrated under reduced pressure to give 3-bromo-N2-methyl-5-trifluoromethyl-benzene-1,2-diamine (11 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018134B2
Source datasetuspto-grants-2015_04
ORD IDord-a72f1a950df743768f00a2057c159b9e
Source noteuspto-grants-2015_04