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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1892545Generated: October 31, 2026

Ammonia → 2-Chloro-4-trifluoromethylaniline

https://huagongshe.com/reaction/1892545

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactant3,4-DichlorobenzotrifluorideHCID 9481—
ReactantPotassium FluorideHCID 522689—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductBenzenamine, 2-chloro-5-(trifluoromethyl)-HCID 847513%
Product2-Chloro-4-trifluoromethylanilineHCID 16200177%

Reaction Conditions

Temperature247.5 °C

Reaction Steps

N-methylpyrrolidone (1050 ml) was charged in an autoclave along with 102 g anhydrous activated potassium fluoride, 377 g 3,4-dichlorobenzotrifluoride was added. Ammonia (158 g) gas was passed in the reactor from the pressure pot at ambient temperature. The content of the reactor was heated to 245° C.-250° C. over a period of 2 hours to get reactor pressure of 30-32 kg/cm2. Excess NH3 was fed from the pressure pot to maintain the reactor pressure at 38-40 kg/cm2 at 245-250° C. liquid temperature. Reaction mixture was maintained at 245-250° C. and at 38-40 kg/cm2 pressure for further 8 hours. Reaction mixture was cooled to ambient temperature and NH3 was vented and recovered. Reaction mixture was filtered and on fractionation gave 77% yield of 2-chloro-4-trifluoromethylaniline and 13% yield of 2-chloro-5-trifluoromethyl aniline based on consumed 3,4-dichlorobenzotrifluoride.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507693B2
Source datasetuspto-grants-2013_08
ORD IDord-147e19f9713746b6825688bb03be1c9b
Source noteuspto-grants-2013_08