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HRID 507402Erstellt: 24. Oktober 2026

Stannous chloride dihydrate → 3-[2-(4-Amino-phenyl)-ethyl]-2-methyl-5,5-diphenyl-3,5-dihydro-imidazol-4-one

https://huagongshe.com/de/reaction/507402

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktStannous chloride dihydrateHCID 61436—
Edukt2-Methyl-3-[2-(4-nitro-phenyl)-ethyl]-5,5-diphenyl-3,5-dihydro-imidazol-4-oneHCID 68466653—
LösungsmittelAmmoniaHCID 222—
LösungsmittelEthanolHCID 702—
LösungsmittelWaterHCID 962—
Produkt3-[2-(4-Amino-phenyl)-ethyl]-2-methyl-5,5-diphenyl-3,5-dihydro-imidazol-4-oneHCID 6846641197,4%

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

A mixture of 2-methyl-3-[2-(4-nitro-phenyl)-ethyl]-5,5-diphenyl-3,5-dihydro-imidazol-4-one (205 mg, 0.5 mmol) and SnCl2.2H2O (591 mg, 2.6 mmol) in 10 mL ethanol is heated to 50° C. for 5 hours. The reaction mixture is cooled to room temperature, diluted with water and aqueous ammonia is added to reach pH 8-9. The mixture is filtered, the filtrate evaporated and the residue purified by flash chromatography. ISCO Companion CombiFlash, 12 g silica gel, methylene chloride/ethanol to yield 3-[2-(4-amino-phenyl)-ethyl]-2-methyl-5,5-diphenyl-3,5-dihydro-imidazol-4-one (180 mg, 85%). LC/MS at 254 nm; [M+H] 370; Rt 2.424 min.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07786155B2
Quelldatensatzuspto-grants-2010_08
ORD IDord-9d83dfe6cfc74659985b6b1d82a5ff24
Quellennotizuspto-grants-2010_08