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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2296520Generated: October 25, 2026

Phenol → 3,5-Dichloroaniline

https://huagongshe.com/reaction/2296520

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
ReactantQuintozeneHCID 6720—
Reactant2,3,4,5-TetrachloronitrobenzeneHCID 13428—
ReactantHydrogen iodideHCID 24841—
ReactantHCID 178418361HCID 178418361—
Product3,5-DichloroanilineHCID 1228192%

Reaction Steps

150 parts of a mixture of tetrachloronitrobenzene and pentachloronitrobenzene, the composition of which corresponds to that of the polychloroaniline mixture of Example 3, 200 parts of phenol and 10 parts of aqueous hydroiodic acid (57% strength) are reacted with hydrogen in the presence of 20 parts of ruthenium-on-charcoal catalyst (5% strength), starting at approximately 60° C. to a maximum of 165° C. under a pressure of 20 bars, at the beginning, to a maximum of 50 bars, during the course of 10 hours. After working up, 84.5 parts of 3,5-dichloroaniline are obtained. Yield 92% of theory.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04429156
Source datasetuspto-grants-1984_01
ORD IDord-5cc84778a7c1483c983775589705cc42
Source noteuspto-grants-1984_01