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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 78486Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/78486

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—
Edukt1-Hydroxybenzotriazole hydrateHCID 2796029—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelPyridineHCID 1049—
Produkt5-chloro-N-(5-chlorothiazol-2-yl)-2-methoxybenzamideHCID 86618912—

Reaktionsschritte

A mixture of 5-chlorothiazol-2-amine hydrochloride (513 mg, 3 mmol), 5-chloro-2-methoxybenzoic acid (670 mg, 3.6 mmol), 1-ethyl-3-[3-(dimethylamino)propyl]-carbodiimide hydrochloride (1.15 g, 6 mmol), 1-hydroxybenzotriazole hydrate (810 mg, 6 mmol) and 4-(dimethylamino)pyridine (73 mg, 0.6 mmol) in pyridine was stirred at room temperature for 2 hours. The volatiles were removed under vacuum, and the resulting mixture was diluted with water and extracted with ethyl acetate. The organic extract was dried (Na2SO4), filtered and concentrated. The residue was washed with a small amount of ethyl acetate, and filtered to afford the title compound. MS (ESI) m/z 303 (M+H)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08841334B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-3697807c9d7c4d5d9ac0188335d27475
Quellennotizuspto-grants-2014_09