Reaktion #77422

Reaktionsgleichung

hexane

ethyl 2-aminothiazole-5-carboxylate

4-t-butylbenzoyl chloride

pyridine

→

amide

Ausbeute 88.2%

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

Ausbeute 88.2%

Lösungsmittel

dichloromethane

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed with aqueous HCl (1 N) twice
2. 2
   TrocknenAfter drying over sodium sulfate, filtration and concentration in vacuo
3. 3
   Sonstigegave a burgundy oil

Vorschrift

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.

Quelle