Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 335023Erstellt: 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/335023

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
PatentnummerUS08883832B2
Quelldatensatzuspto-grants-2014_11
ORD IDord-e6234998c85b4da2b825211462446b76
Quellennotizuspto-grants-2014_11