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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 966955Erstellt: 25. Oktober 2026

Pyridine → 2-[n-[4-(1,1-Dimethylethyl)benzoyl]amino]thiazole-5-carboxylic acid ethyl ester

https://huagongshe.com/reaction/966955

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPyridineHCID 1049—
EduktHexaneHCID 8058—
Edukt4-tert-Butylbenzoyl chlorideHCID 74372—
Edukt2-Amino-thiazole-5-carboxylic acid ethyl esterHCID 314628—
LösungsmittelDichloromethaneHCID 6344—
Produkt2-[n-[4-(1,1-Dimethylethyl)benzoyl]amino]thiazole-5-carboxylic acid ethyl esterHCID 2063534488,2%

Reaktionsschritte

A solution of ethyl 2-aminothiazole-5-carboxylate (0.52 g, 3.0 mmol), 4-t-butylbenzoyl chloride (1.3 mL, 6.7 mmol) and pyridine (1.2 mL) in dichloromethane (10 mL) was stirred at 0° C. for 1.25 h. It was then diluted with dichloromethane and washed with aqueous HCl (1 N) twice, saturated aqueous sodium bicarbonate, and brine. After drying over sodium sulfate, filtration and concentration in vacuo gave a burgundy oil. Trituration with hexane afforded the desired amide as a light tan solid (0.88 g, 88% yield): LC/MS RT=3.85 min; mass spectrum (M+H)+=333.16. B. 4-(1,1-Dimethylethyl)-N-[(5-hydroxymethyl)thiazol-2-yl]benzamide

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06953795B2
Quelldatensatzuspto-grants-2005_10
ORD IDord-6ed2ac06f1a5428aab82304fcd0dfbe2
Quellennotizuspto-grants-2005_10