Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1462647Generated: October 26, 2026

Hydrochloric Acid → 3,5-Dichloro-4-methylaniline

https://huagongshe.com/reaction/1462647

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPhenolHCID 996—
Reactant2,3,5,6-Tetrachloro-4-methylanilineHCID 20273413—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
CatalystTantalumHCID 23956—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product3,5-Dichloro-4-methylanilineHCID 64115498%

Reaction Steps

61.5 parts of 2,3,5,6-tetrachloro-4-methylaniline, 180 parts of phenol and 15 parts of a 1% strength palladium/charcoal catalyst are reacted with hydrogen under a maximum pressure of 50 bar at 180° C. in a tantalum autoclave, in the presence of a small amount of hydrochloric acid, in the course of 5 hours, while stirring. After the pressurized vessel has been cooled and the pressure released, the mixture is diluted with 300 parts of water and 200 parts of toluene, rendered alkaline, heated to 90°, and separated from the catalyst. The catalyst is boiled up with toluene, and the combined toluene solutions are distilled. 44 parts of 3,5-dichloro-4-methylaniline, bp. 146°-155°/18 mbar, 98% strength, are obtained; yield: 98% of theory.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04460788
Source datasetuspto-grants-1984_07
ORD IDord-a41c7d8b657f4d07aacb21eb4aa4fd25
Source noteuspto-grants-1984_07