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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 72301Generated: October 29, 2026

Ammonium Chloride → HCID 59450496, compound

https://huagongshe.com/reaction/72301

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant4'-Chloro-4-ethyl-2'-fluoro-3-nitrobiphenylHCID 59450506—
CatalystZincHCID 23994—
SolventMethanolHCID 887—
SolventWaterHCID 962—
ProductHCID 59450496HCID 5945049696%

Reaction Steps

4′-chloro-4-ethyl-2′-fluoro-3-nitrobiphenyl (1.795 g, 6.45 mmol) is suspended in a mixture of methanol (20 ml) and water (4 ml). To this mixture is added zinc dust (2.95 g, 45 mmol) and a solution of ammonium chloride (1.04 g, 19 mmol) in water (4 ml), and once the addition is complete the mixture is heated at reflux for 3 hours. The mixture is cooled to room temperature, and filtered through a plug of diatomaceous earth. The filtrate is partitioned between ethyl acetate and water, and the organic extract is washed with brine, dried over anhydrous magnesium sulfate, filtered and the filtrate is evaporated under reduced pressure to give 4′-chloro-4-ethyl-2′-fluorobiphen-3-ylamine (1.546 g), used without further purification in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08828908B2
Source datasetuspto-grants-2014_09
ORD IDord-3f92fc3b7d8d4f5ca8933fd9200f7610
Source noteuspto-grants-2014_09