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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1993205Generated: November 1, 2026

Aniline → 4-Bromo-2-nitro-N-phenylaniline

https://huagongshe.com/reaction/1993205

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
Reactant4-Bromo-1-fluoro-2-nitrobenzeneHCID 2736328—
SolventDimethylformamideHCID 6228—
Product4-Bromo-2-nitro-N-phenylanilineHCID 12459632—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 1-bromo-4-fluoro-3-nitrobenzene (2270 mg, 10.01 mmol), aniline (3 ml) and DMF (20 ml) was heated at 100° C. under an atmosphere of Nitrogen for 7 h. The mixture was then concentrated in vacuo, and the residue triturated with heptane (30 ml) to give the desired product. 1H NMR (400 MHz, CDCl3) δ=7.11 (d, 1 H, J=9.2 Hz), 7.25-7.29 (m, 3 H), 7.40-7.45 (m, 3 H), 8.35 (d, 1 H, J=2.4 Hz) and 9.45 (brs, 1 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07651687B2
Source datasetuspto-grants-2010_01
ORD IDord-fd1e21f6be174a3d8cb8b6ca186dec21
Source noteuspto-grants-2010_01