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HRID 22213Erstellt: 23. Oktober 2026

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

https://huagongshe.com/de/reaction/22213

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2,2,2-TrifluoroethanolHCID 6409—
EduktSodium hydrideHCID 24758—
Edukt2,2,2-Trifluoroethanol sodium saltHCID 86742142—
Edukt1-[(6-chloropyridin-3-yl)methyl]-N-nitroimidazolidin-2-imineHCID 135527764—
EduktHCID 178418361HCID 178418361—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelTolueneHCID 1140—
Produkt1-[2-(2,2,2-Trifluoroethoxy)-5-pyridylmethyl]-2-(nitroimino)imidazolidineHCID 13634279023,6%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

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).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05428032
Quelldatensatzuspto-grants-1995_06
ORD IDord-37f501ed7b344cf2b37eaf2f0fd15b97
Quellennotizuspto-grants-1995_06