Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1906021Erstellt: 24. Oktober 2026

Water → 5-Acetyl-4-methylthiazole

https://huagongshe.com/de/reaction/1906021

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktIsoamyl NitriteHCID 8053—
EduktEthyl AcetateHCID 8857—
Edukt5-Acetyl-2-amino-4-methylthiazoleHCID 720882—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt5-Acetyl-4-methylthiazoleHCID 16229254,6%

Reaktionsschritte

To a solution of 5-acetyl-2-amino-4-methylthiazole (15.6 g) in a mixture of tetrahydrofuran (200 ml) and dimethylformamide (50 ml) was dropwise added isoamylnitrite (14.6 g) at 50° C. to 55° C. with stirring and the mixture was stirred at 55° C. to 60° C. for 4 hours. The reaction mixture was poured into a mixture of ethyl acetate and water with stirring. The separated organic layer was washed with brine, dried over magnesium sulfate, and evaporated in vacuo. The residue was subjected to column chromatography on silica gel and eluted with a mixture of diisopropyl ether and ethyl acetate (1:1). The fractions containing the desired compound were combined and evaporated in vacuo to give 5-acetyl-4-methylthiazole (7.7 g) as an oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04649146
Quelldatensatzuspto-grants-1987_03
ORD IDord-872368eeea9a495388984f5a0e5a3908
Quellennotizuspto-grants-1987_03