Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2296519Generated: October 31, 2026

Phenol → 3,5-Dichloroaniline

https://huagongshe.com/reaction/2296519

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
ReactantSodium IodideHCID 5238—
ReactantPentachloroanilineHCID 10693—
ReactantHCID 53773897HCID 53773897—
ReactantHCID 178418361HCID 178418361—
SolventWaterHCID 962—
Product3,5-DichloroanilineHCID 1228198%

Reaction Steps

131 parts of a mixture of tetrachloroaniline and pentachloroaniline, corresponding to the composition given in Example 3, 200 parts of phenol and 9 parts of sodium iodide are reacted in the presence of 22 parts of a ruthenium-on-charcoal catalyst (5% strength) which is moist with water and has already been used for 6 similar reaction cycles, corresponding to 15 parts of dry catalyst, with hydrogen at 165° C. under a pressure of 40 to a maximum of 50 bars, during the course of 8 hours. After the usual working up, 91.5 parts of 3,5-dichloroaniline are obtained, with complete conversion of the starting material. Yield: 98% of theory.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04429156
Source datasetuspto-grants-1984_01
ORD IDord-a58fcb290e2844b49e8b2a033ea07966
Source noteuspto-grants-1984_01