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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2211351Generated: November 2, 2026

2,3-Dichloronitrobenzene → 1-Chloro-2-fluoro-3-nitrobenzene

https://huagongshe.com/reaction/2211351

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-DichloronitrobenzeneHCID 18555—
ReactantPotassium FluorideHCID 522689—
CatalystTetramethylammonium chlorideHCID 6379—
Solvent2-ChlorotolueneHCID 7238—
Product2,3-DichloronitrobenzeneHCID 18555—
Product1-Chloro-2-fluoro-3-nitrobenzeneHCID 7501657%

Reaction Conditions

Temperature180 °C

Reaction Steps

20 g of tetramethylammonium chloride are dissolved at 70° C. in 100 g of 2-chlorotoluene. 1230 g (6.5 mol) of 2,3-dichloronitrobenzene are added to the solution. After addition of 290 g (5 mol) of potassium fluoride, the resulting suspension is heated for 14 hours at 180° C. with stirring and under nitrogen. During this time, some of the 2-chlorotoluene is continuously distilled off. The reaction suspension is then quickly filtered off using suction, the filter cake is washed with 2-chlorotoluene and the combined filtrates are fractionated in vacuo. In this manner 505 g (57% of theory) of 2-fluoro-3-chloronitrobenzene and 437 g of unreacted 2,3-dichloronitrobenzene are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05463148
Source datasetuspto-grants-1995_10
ORD IDord-97b06da1c5514897b3c3b0ea2cd3f0cf
Source noteuspto-grants-1995_10