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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1892548Generated: November 1, 2026

1,1-Dichloroethane → 4-Amino-3,5-dichlorobenzotrifluoride

https://huagongshe.com/reaction/1892548

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1-DichloroethaneHCID 6365—
ReactantBenzenamine, 2-chloro-5-(trifluoromethyl)-HCID 8475—
ReactantSodium HydroxideHCID 14798—
ReactantSulfuryl chlorideHCID 24648—
Reactant2-Chloro-4-trifluoromethylanilineHCID 162001—
SolventWaterHCID 962—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product4-Amino-3,5-dichlorobenzotrifluorideHCID 141094—

Reaction Conditions

Temperature55 °C

Reaction Steps

A mixture (740 g) containing 2-chloro-4-trifluoromethyaniline, 2-chloro-5-trifluoromethylaniline and NMP (0.686 m/m) was charged with 400 ml dichloroethane in to the reactor. It was then heated to 55° C. and reacted with 430 g of sulfuryl chloride at 55-60° C. over a period of 4 hrs & further maintained at 65-70° C. for 2 hrs. The reaction mixture was worked up by adding water & treating with 5N NaOH, the organic layer was fractionated under reduced pressure to get 504.9 g of distilled 2,6-dichloro-4-trifluoromethylaniline. The yield of 2,6-dichloro-4-trifluoromethyl aniline was 93.5% on 2-chloro-4-trifluoromethylaniline.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507693B2
Source datasetuspto-grants-2013_08
ORD IDord-b25f4cf52a8c4f52bf04d00d502fa0a0
Source noteuspto-grants-2013_08