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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1046603Erstellt: 26. Oktober 2026

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

https://huagongshe.com/reaction/1046603

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
PatentnummerUS08569348B2
Quelldatensatzuspto-grants-2013_10
ORD IDord-79c4eece71fc4cb595797cf7a79d8185
Quellennotizuspto-grants-2013_10