Reaktion #76451

Reaktionsgleichung

methyl 2-[2-(2-methylpropyl)benzothiazol-5-yl]propionate

5-Amino-4-chloro-3-ethylisothiazole

sodium methoxide

→

desired product

Ausbeute 65.0%

N-(4-chloro-3-ethylisothiazol-5-yl)-2-[2-(2-methylpropyl)benzothiazol-5-yl]propionamide

Ausbeute 65.0%

Lösungsmittel

tetrahydrofuran

tetrahydrofuran

ammonium chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe mixture stirred at room temperature for 1½ hours
2. 2
   Extraktionextracted with dichloromethane
3. 3
   ExtraktionThe organic extract
4. 4
   Trocknenwas dried over anhydrous magnesium sulfate
5. 5
   Filtrationfiltered
6. 6
   Sonstigethe filtrate evaporated in vacuo

Vorschrift

5-Amino-4-chloro-3-ethylisothiazole (0.81 g, 0.005 mol) was added to a suspension of sodium methoxide (0.56 g, 0.010 mol) in tetrahydrofuran (5 ml) and the mixture stirred at room temperature for 25 minutes. A solution of methyl 2-[2-(2-methylpropyl)benzothiazol-5-yl]propionate (1.15 g, 0.004 mol) in tetrahydrofuran (4 ml) was added dropwise and the mixture stirred at room temperature for 1½ hours. The mixture was diluted with saturated aqueous ammonium chloride solution and extracted with dichloromethane. The organic extract was dried over anhydrous magnesium sulfate, filtered and the filtrate evaporated in vacuo. Trituration with diethyl ether gave the desired product (1.06 g).

Quelle