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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 715804Erstellt: 24. Oktober 2026

Ammonium Hydroxide → Ethyl 2-(piperidin-4-yl)-1,3-thiazole-5-carboxylate

https://huagongshe.com/de/reaction/715804

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmmonium HydroxideHCID 14923—
EduktN-bromobutanimideHCID 67184—
EduktEthyl 3-ethoxy-2-propenoateHCID 221780—
Edukttert-Butyl 4-carbamothioylpiperidine-1-carboxylateHCID 2735648—
Lösungsmittel1,4-Dioxane--water (1/1)HCID 21886435—
ProduktEthyl 2-(piperidin-4-yl)-1,3-thiazole-5-carboxylateHCID 86701983—

Reaktionsbedingungen

Temperatur-10 °C

Reaktionsschritte

Ethyl 3-ethoxyacrylate (1.50 g, 10.38 mml) was dissolved in dioxane/water and chilled to −10° C. N-Bromosuccinimide (2.03 g, 11.42 mmol) was added and the mixture was stirred 1 hour at room temperature. tert-Butyl 4-carbamothioylpiperidine-1-carboxylate (2.54 g, 10.38 mmol) was added and the mixture was heated at 100° C. for 1 hour. The reaction mixture was poured into 25 mL saturated ammonium hydroxide and extracted with dichloromethane. The combined organic layers were washed with brine, dried with sodium sulfate, filtered, and concentrated. Normal phase chromatography provided the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09187472B2
Quelldatensatzuspto-grants-2015_11
ORD IDord-329f3457c78540efbaeee55cee310da5
Quellennotizuspto-grants-2015_11