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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2356933Generated: October 30, 2026

Chloroacetyl chloride → N-[5-(4,4-Dimethyl-2,5-dioxo-3-pyridin-4-ylmethyl-imidazolidin-1-yl)-2-trifluoromethoxy-phenyl]-2-chloro-acetamide

https://huagongshe.com/reaction/2356933

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetyl chlorideHCID 6577—
ReactantDiisopropylethylamineHCID 81531—
Reactant3-(3-Amino-4-trifluoromethoxyphenyl)5,5-dimethyl-1-pyridin-4-ylmethylimidazolidine-2,4-dioneHCID 23110308—
Solvent1,2-DichloroethaneHCID 11—
ProductN-[5-(4,4-Dimethyl-2,5-dioxo-3-pyridin-4-ylmethyl-imidazolidin-1-yl)-2-trifluoromethoxy-phenyl]-2-chloro-acetamideHCID 23110283—

Reaction Conditions

Temperature-20 °C

Reaction Steps

500 mg (1.27 mmol) 3-(3-amino-4-trifluormethoxy-phenyl)-5,5-dimethyl-1-pyridin-4-ylmethyl-imidazolidine-2,4-dione and 172 mg (1.33 mmol) Hünig's base were dissolved in 20 ml 1,2-dichloroethane. The mixture was cooled to −20° C. and treated with a solution of 143 mg (1.27 mmol) chloroacetylchlorid in 15 ml 1,2-dichloroethane. After stirring 1 h at 0° C., 5 ml ethanolic hydrochlric acid were added and the mixture evaporated to dryness. The raw material, containing huening's base hydrochloride was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07759379B2
Source datasetuspto-grants-2010_07
ORD IDord-2a8316560dd64ea19eb9406e39344eba
Source noteuspto-grants-2010_07