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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1111195Generated: October 30, 2026

1,2-Dichloro-4-nitrobenzene → 2-Chloro-1-fluoro-4-nitrobenzene

https://huagongshe.com/reaction/1111195

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-Dichloro-4-nitrobenzeneHCID 7443—
ReactantSulfolaneHCID 31347—
ReactantPotassium FluorideHCID 522689—
CatalystTrioctylmethylammonium chlorideHCID 21218—
CatalystAluminum(III) ChlorideHCID 6451240—
Product2-Chloro-1-fluoro-4-nitrobenzeneHCID 6768885%

Reaction Steps

A mixture of 87 g (1.5 mol) of potassium fluoride and 250 g of tetramethylene sulphone in a glass reaction vessel was subjected to incipient distillation for the removal of water until 25 g of tetramethylene sulphone had passed over. 192 g of 3,4-dichloro-nitrobenzene, 10 g (0.025 mol) of methyl -trioctyl-ammonium chloride and 1.65 g (0.0125 mol) of AlCl3 were then added and the was 97% (determined by gas chromatography). The reaction mixture was then worked up by distillation. 149 g of 3-chloro-4-fluoro-nitrobenzene having a boiling point of 92°-93° C. at 10 mbar were obtained. This corresponds to a yield of 85% of theory.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04978769
Source datasetuspto-grants-1990_12
ORD IDord-29670d8167bf49e9b9da38faa843f08f
Source noteuspto-grants-1990_12