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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1892547Generated: November 1, 2026

Benzenamine, 2-chloro-5-(trifluoromethyl)- → 4-Amino-3,5-dichlorobenzotrifluoride

https://huagongshe.com/reaction/1892547

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenamine, 2-chloro-5-(trifluoromethyl)-HCID 8475—
ReactantN-methyl-2-pyrrolidoneHCID 13387—
ReactantSulfuryl chlorideHCID 24648—
Reactant2-Chloro-4-trifluoromethylanilineHCID 162001—
SolventChlorobenzeneHCID 7964—
Product4-Amino-3,5-dichlorobenzotrifluorideHCID 14109494%

Reaction Steps

A mixture (276 g) of 2-chloro-4-trifluoromethylaniline, 2-chloro-5-trifluoromethylaniline and NMP (0.73 m/m) was mixed with 500 ml chlorobenzene. Sulfuryl chloride (135 g) was added to the mixture at 55-60° C. liquid temperature over a period of 4 hours and the reaction temperature was maintained for further 2 hours. Additional 20.2. g of sulfuryl chloride was added for completion of reaction. Reaction medium on treatment and fractionation gave 2,6-dichloro-4-trifluoromethylaniline, in 94% yield on 2-chloro-4-trifluoromethylaniline.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507693B2
Source datasetuspto-grants-2013_08
ORD IDord-097983db62f840b3a7242d3be3467ff0
Source noteuspto-grants-2013_08