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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1173038Erstellt: 26. Oktober 2026

Phosphorus oxychloride → Ethyl 2-chloro-4-methyl-1,3-thiazole-5-carboxylate

https://huagongshe.com/reaction/1173038

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPhosphorus oxychlorideHCID 24813—
EduktEthyl 2-hydroxy-4-methyl-1,3-thiazole-5-carboxylateHCID 11074139—
ProduktEthyl 2-chloro-4-methyl-1,3-thiazole-5-carboxylateHCID 59490386%

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

A mixture of ethyl 4-methyl-2-oxo-2,3-dihydro-1,3-thiazole-5-carboxylate (0.57 g, 3.05 mmol) and POCl3 (5 mL) was heated at 120° C. for 18 h. Upon cooling, the mixture was concentrated. Water (15 mL) was slowly added and stirred for 10 min. The mixture was extracted with Et2O (3×15 mL). The combined organics were dried with MgSO4 and concentrated. The crude material was purified by chromatography (EtOAc/hexanes) to give the title compound as a white solid (0.54 g, 86%). 1H NMR (400 MHz, CDCl3) δ 4.32 (q, J=7.1 Hz, 2H), 2.68 (s, 3H), 1.35 (t, J=7.1 Hz, 3H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07834013B2
Quelldatensatzuspto-grants-2010_11
ORD IDord-5cb1019904b04fcd937f72f09785de3a
Quellennotizuspto-grants-2010_11