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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 717963Erstellt: 26. Oktober 2026

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

https://huagongshe.com/reaction/717963

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
PatentnummerUS09193723B2
Quelldatensatzuspto-grants-2015_11
ORD IDord-ea33df414eef4f0ab07f324266e29870
Quellennotizuspto-grants-2015_11