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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 78497Erstellt: 24. Oktober 2026

5-Chloro-o-anisic acid → 5-chloro-N-(5-chlorothiazol-2-yl)-2-methoxybenzamide

https://huagongshe.com/de/reaction/78497

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt5-Chloro-o-anisic acidHCID 76970—
Edukt2-Amino-5-chlorothiazole hydrochlorideHCID 148743—
Edukt1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelPyridineHCID 1049—
Produkt5-chloro-N-(5-chlorothiazol-2-yl)-2-methoxybenzamideHCID 86618912—

Reaktionsschritte

A mixture of 2-amino-5-chlorothiazole hydrochloric acid (1.0 g, 5.9 mmol), 5-chloro-2-methoxybenzoic acid (1.3 g, 7.0 mmol), 1-ethyl-(3-dimethylaminopropyl)carbodiimide hydrochloride (Chem-Impex International, 2.2 g, 12 mmol), 1-hydroxbenzotriazole (0.95 g, 7.0 mmol) and 4-dimethylaminopyridine (0.14 g, 1.2 mmol) in 6 mL of pyridine was allowed to stir at ambient temperature for 72 hours. The reaction mixture was concentrated under reduced pressure and 10 mL of H2O was added. The resulting solids were isolated by filtration, washed with 5 mL of H2O and twice with 5 mL of ethyl acetate, and dried to afford the title compound. MS (DCI/NH3) m/z 303 (M+H)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08841334B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-16f7c185f4ca43919749ba8193650962
Quellennotizuspto-grants-2014_09