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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1258706Generated: October 26, 2026

Methylamine → 2,3,4-Trifluoro-N-methyl-6-nitroaniline

https://huagongshe.com/reaction/1258706

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
Reactant2,3,4,5-TetrafluoronitrobenzeneHCID 79691—
SolventTetrahydrofuranHCID 8028—
Product2,3,4-Trifluoro-N-methyl-6-nitroanilineHCID 86674338—

Reaction Conditions

Temperature-20 °C

Reaction Steps

A solution of MeNH2 in THF (50.7 mL, 2 M, 101 mmol) was added dropwise to a solution of 1,2,3,4-tetrafluoro-5-nitrobenzene (9.88 g, 50.7 mmol) in THF (200 mL) at −20° C. The mixture was stirred at −20° C. for 1.5 h, concentrated, washed with brine and extracted with EtOAc. The organic layer was dried over Na2SO4, filtered and concentrated. Crystallization from EtOAc/PE gave the sub-title compound. Yield: 8.5 g (81%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08466186B2
Source datasetuspto-grants-2013_06
ORD IDord-e60785a33adb427683e16197dd93d862
Source noteuspto-grants-2013_06