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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2061438Generated: October 25, 2026

Hydrochloric Acid → 2-Nitro-6-(trifluoromethoxy)aniline

https://huagongshe.com/reaction/2061438

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantHydrazinium, 1,1,1-trimethyl-, iodide (1:1)HCID 18683—
Reactant1-Nitro-3-(trifluoromethoxy)benzeneHCID 2777297—
ReactantPotassium tert-butoxideHCID 23665647—
SolventDimethyl SulfoxideHCID 679—
Product2-Nitro-6-(trifluoromethoxy)anilineHCID 66915944—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 3-trifluoromethoxy nitrobenzene (4.0 g, 20 mmol) in DMSO (60 ml), trimethylhydrazinium iodide (4.4 g, 22 mmol) is added and cooled to 0° C. KOt-Bu is added in portions. After stirring for 4 h at 25° C., ice water is added, pH is adjusted to 2-3 with HCl solution, the mixture extracted with EtOAc and washed with brine, followed by drying (Na2SO4) and evaporation of the solvent. Chromatography (silica gel, CH2Cl2/hexane=1:1) gave 2-nitro-6-trifluoromethoxy-phenylamine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08283356B2
Source datasetuspto-grants-2012_10
ORD IDord-a4bebb5509174aa4a2681be17fd88a95
Source noteuspto-grants-2012_10