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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 379290Generated: October 25, 2026

2,2,2-Trifluoroethanol → 1-[2-(2,2,2-Trifluoroethoxy)-5-pyridylmethyl]-2-(nitroimino)imidazolidine

https://huagongshe.com/reaction/379290

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,2,2-TrifluoroethanolHCID 6409—
ReactantSodium hydrideHCID 24758—
Reactant2,2,2-Trifluoroethanol sodium saltHCID 86742142—
Reactant1-[(6-chloropyridin-3-yl)methyl]-N-nitroimidazolidin-2-imineHCID 135527764—
ReactantHCID 178418361HCID 178418361—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventTolueneHCID 1140—
Product1-[2-(2,2,2-Trifluoroethoxy)-5-pyridylmethyl]-2-(nitroimino)imidazolidineHCID 13634279023.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

Sodium hydride (0.48 g) was added to a solution of 2,2,2-trifluoroethanol (2.4 g) in toluene (30 ml) was added, and the mixture was stirred until the generation of hydrogen ceased. As a result, 2,2,2-trifluoroethanol sodium salt was prepared. To the product were added 1-(2-chloro-5-pyridylmethyl)-2-(nitroimino)imidazolidine (5.1 g) synthesized by the method of Example 3 and a catalytic amount of 4-dimethylaminopyridine. The mixture was heated at 80° C. for 10 hours with stirring. After cooling the reaction mixture, the precipitated crystals were collected by filtration, washed with water and ether and then purified by silica gel chromatography to give 1-[2-(2,2,2-trifluoroethoxy)-5-pyridylmethyl]-2-(nitroimino)imidazolidine (1.5 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06297374B1
Source datasetuspto-grants-2001_10
ORD IDord-c5a9aa99654b411d826872bdb1524811
Source noteuspto-grants-2001_10