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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 898564Generated: October 29, 2026

2-Chloro-4-trifluoromethylaniline → N-[3-chloro-4-(2-diethylamino-ethoxy)-phenyl]-2-(2-chloro-4-trifluoromethyl-phenylamino)-acetamide

https://huagongshe.com/reaction/898564

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloro-4-trifluoromethylanilineHCID 162001—
Reactant2-Bromo-n-[3-chloro-4-(2-diethylamino-ethoxy)-phenyl]-acetamide-hydrobromideHCID 68877953—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductN-[3-chloro-4-(2-diethylamino-ethoxy)-phenyl]-2-(2-chloro-4-trifluoromethyl-phenylamino)-acetamideHCID 10344989—

Reaction Steps

A solution of 0.228 g (0.511 mmol) of 2-bromo-N-[3-chloro-4-(2-diethylamino-ethoxy)-phenyl]-acetamide-hydrobromide (intermediate product Z1c) and 0.200 g (1.023 mmol) of 2-chloro-4-trifluoromethyl-phenylamine in 5 mL DMF was stirred for 16 hours at 90° C. and then for 24 hours at 120° C. The reaction mixture was cooled to RT, diluted with water and exhaustively extracted with EtOAc. The combined org. extracts were dried over magnesium sulphate and evaporated down i. vac. The residue was dissolved in DMF and purified by HPLC-MS (Stable Bond C18; 3.5 μm; water:acetonitrile:formic acid 9:1:0.01→1:9:0.01 over 9 min).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07351719B2
Source datasetuspto-grants-2008_04
ORD IDord-2d728526d922429c9e92297b3efee6e1
Source noteuspto-grants-2008_04