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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2036591Generated: November 1, 2026

Cyclopropylamine → N-cyclopropyl-2-fluoro-6-nitroaniline

https://huagongshe.com/reaction/2036591

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopropylamineHCID 69828—
Reactant2-Bromo-1-fluoro-3-nitrobenzeneHCID 18373474—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductN-cyclopropyl-2-fluoro-6-nitroanilineHCID 58459337—

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 2-bromo-1-fluoro-3-nitrobenzene (2.0 g, 9.1 mmol), cyclopropanamine (1.26 mL, 18.2 mmol) in THF (10 mL) under N2 was heated at 60° C. for 4 days. The reaction mixture was diluted with EtOAc, washed with water and brine, dried over MgSO4, and concentrated under reduced pressure. The residue was purified by column chromatography on a silica gel column using hexane-EtOAc (8.5:1.5) as eluent to give N-cyclopropyl-2-fluoro-6-nitroaniline.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08575183B2
Source datasetuspto-grants-2013_11
ORD IDord-fdfdd89b585e45b38ccf0ea03b007305
Source noteuspto-grants-2013_11