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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1109742Generated: October 30, 2026

2,3-Dichlorophenol → 4-Chloro-5-(2,3-dichlorophenoxy)-2-nitroaniline

https://huagongshe.com/reaction/1109742

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-DichlorophenolHCID 11334—
ReactantPotassium HydroxideHCID 14797—
Reactant4,5-Dichloro-2-nitroanilineHCID 81149—
SolventWaterHCID 962—
Product4-Chloro-5-(2,3-dichlorophenoxy)-2-nitroanilineHCID 14349265—

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 171 g of 2,3-dichlorophenol and 186 g of 4,5-dichloro-2-nitroaniline is heated to 150° C. 101 g of a 50% potassium hydroxide solution are added dropwise to the dark-red liquid over a period of 1 hour. The water of reaction formed is distilled off with a small amount of phenol. The reaction mixture is stirred overnight at 150° C. and then, at that temperature, 450 ml of dimethylformamide are added. The solution is allowed to cool and is all poured onto a mixture of 3 1 of water and 150 ml of concentrated sodium hydroxide solution. The greenish suspension is stirred at room temperature for 1 hour, and the crystals that form are filtered off and washed neutral with water and then dried. The still moist yellowish crystals are used in crude form in the next reaction step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05322853
Source datasetuspto-grants-1994_06
ORD IDord-fa7aafb815df42a5a104f4b7f7a71197
Source noteuspto-grants-1994_06