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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 509136Erstellt: 24. Oktober 2026

1-Methylimidazole → (S)-N-[1-(4-ethylthiazol-2-yl)-2-(4-nitrophenyl)ethyl]-4-oxo-4-phenylbutanamide

https://huagongshe.com/de/reaction/509136

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-MethylimidazoleHCID 1390—
EduktThionyl ChlorideHCID 24386—
Edukt3-Benzoylpropionic acidHCID 72871—
Edukt(S)-1-(4-ethylthiazol-2-yl)-2-(4-nitrophenyl)ethanamineHCID 57943187—
LösungsmittelDichloromethaneHCID 6344—
Produkt(S)-N-[1-(4-ethylthiazol-2-yl)-2-(4-nitrophenyl)ethyl]-4-oxo-4-phenylbutanamideHCID 59464671—

Reaktionsschritte

3-Benzoylpropionic acid (0.250 g) is dissolved in CH2Cl2 (5 mL), N-methyl imidazole (0.333 mL) is added and the resulting solution is cooled to 0° C. after which a solution of thionyl chloride (0.320 g) in CH2Cl2 (2 mL) is added dropwise. After 0.5 hours (S)-1-(4-ethylthiazol-2-yl)-2-(4-nitrophenyl)ethanamine, 3, (0.388 g) is added. The reaction is stirred for 18 hours at room temperature and then concentrated in vacuo. The resulting residue is dissolved in EtOAc and washed with 1N HCl and brine. The solution is dried over Na2SO4, filtered, and concentrated and the crude material purified over silica to afford 0.415 g of the desired product.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09096555B2
Quelldatensatzuspto-grants-2015_08
ORD IDord-ff49d2f1be53475c8f3970b1bcfafb0e
Quellennotizuspto-grants-2015_08