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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 646197Generated: November 3, 2026

Diisopropylethylamine → N-[1-cyano-1-methyl-2-(5-cyano-2-{2,4-dichlorophenoxy}-phenoxy)-ethyl]-4-trifluoromethoxybenzamide

https://huagongshe.com/reaction/646197

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant4-(Trifluoromethoxy)benzoyl ChlorideHCID 142110—
Reactant3-(2-Amino-2-cyano-1-propoxy)-4-(2,4-dichlorophenoxy)-benzonitrileHCID 68616211—
SolventDichloromethaneHCID 6344—
ProductN-[1-cyano-1-methyl-2-(5-cyano-2-{2,4-dichlorophenoxy}-phenoxy)-ethyl]-4-trifluoromethoxybenzamideHCID 11214981—

Reaction Steps

13.04 g of 3-(2-amino-2-cyano-1-propoxy)-4-(2,4-dichlorophenoxy)-benzonitrile and 6.1 g of ethyldiisopropylamine are dissolved in 120 ml of dichloromethane. After cooling the mixture to 0°, 9.9 g of 4-trifluoromethoxybenzoyl chloride is added, the reaction mixture stirred at room temperature for 6 h and then concentrated under vacuum. The residue is dissolved in ethylacetate and washed with a 1N aqueous solution of sodium hydroxide, water, a 1N aqueous solution of hydrogen chloride, again with water and finally with brine. The organic phase is dried over magnesium sulfate, filtered and evaporated. The raw residue is then recrystallized in diethylether/hexane, thus yielding the title compound with a melting point of 151-2°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07705047B2
Source datasetuspto-grants-2010_04
ORD IDord-2ba926e6ebaf44b4a16d40a205666a8c
Source noteuspto-grants-2010_04