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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1892546Generated: November 1, 2026

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

https://huagongshe.com/reaction/1892546

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 14109495%

Reaction Conditions

Temperature57.5 °C

Reaction Steps

A mixture (301 g) of 2-chloro-4-trifluoromethylaniline, 2-chloro-5-trifluoromethylaniline and N-methylpyrrolidone (NMP) (1.06 m/m) was mixed with 500 ml chlorobenzene. Sulfuryl chloride (148.4 g) was added to the mixture at 55-60° C. over a period of 4 hours and the reaction mixture was maintained at 55-60° C. for 4 hours. Reaction medium on treatment and fractionation gave 0.84 m of 2,6-dichloro-4-trifluoromethylaniline, 95% yield on 2-chloro-4-trifluoromethyl aniline.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507693B2
Source datasetuspto-grants-2013_08
ORD IDord-c30c6b3095a849d4b75e24aa4d63cbdd
Source noteuspto-grants-2013_08