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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 532211Generated: October 26, 2026

Hydrogen Bromide → HCID 86685079, compound

https://huagongshe.com/reaction/532211

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen BromideHCID 260—
Reactant3,5-Dichloro-2,4-difluorobenzenamineHCID 2774000—
ReactantSodium NitriteHCID 23668193—
SolventWaterHCID 962—
ProductHCID 86685079HCID 8668507948%

Reaction Steps

To a solution of 3,5-dichloro-2,4-difluorobenzenamine (9.9 g, 50.0 mmol) in HBr (200 mL) was added a solution of NaNO2 (3.45 g, 50.0 mmol) in H2O (80 mL) slowly under salt ice-bath, then the mixture was stirred for 2 h, and CuBr (7.15 g, 50.0 mmol) was added at 0° C. The mixture was stirred for additional 2 h, and then poured into water (100 mL), extracted with DCM, dried over NaSO4, filtered and concentrated under reduced pressure. The resulting residue was purified by chromatography over silica gel eluted with PE to give compound 1-bromo-3,5-dichloro-2,4-difluorobenzene (6.2 g, yield 48%) as a colorless oil. 1H NMR (400 MHz, CDCl3): δ 7.49 (t, J=7.2 Hz, 1H) ppm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853186B2
Source datasetuspto-grants-2014_10
ORD IDord-14da6b68f90843f790690dc59e130c4f
Source noteuspto-grants-2014_10