Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2211350Generated: November 3, 2026

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

https://huagongshe.com/reaction/2211350

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-Dichloro-4-nitrobenzeneHCID 7443—
ReactantStearyltrimethylammonium chlorideHCID 8155—
ReactantPotassium FluorideHCID 522689—
Solvent1,2-DichlorobenzeneHCID 7239—
Product1,2-Dichloro-4-nitrobenzeneHCID 7443—
Product2-Chloro-1-fluoro-4-nitrobenzeneHCID 6768877%

Reaction Conditions

Temperature180 °C

Reaction Steps

70 g of octadecyltrimethylammonium chloride are dissolved at 70° C. in 2020 g (10.5 mol) of 3,4-dichloronitrobenzene and 100 g of o-dichlorobenzene. After addition of 580 g (10 mol) of potassium fluoride, the resulting suspension is heated for 11 hours at 180° C. with stirring and under nitrogen. During this time, some of the o-dichlorobenzene is continuously distilled off. The reaction suspension is then quickly filtered off using suction, the filter cake is washed with o-dichlorobenzene and the combined filtrates are fractionated in vacuo. In this manner 1349 g (77% of theory) of 3-chloro-4-fluoronitrobenzene and 246 g of unreacted 3,4-dichloronitrobenzene are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05463148
Source datasetuspto-grants-1995_10
ORD IDord-b65c33e40523497f98424c97b0ac6ef7
Source noteuspto-grants-1995_10