반응 #77685

반응 방정식

methyl cyanoacetate

3,4-dichloro-5-isothiazolecarbonyl chloride

hydrochloric acid

→

methyl 2-cyano-3-(3,4-dichloro-5-isothiazolyl)-3-oxopropanoate

수율 84.8%

용매

tetrahydrofuran

tetrahydrofuran

반응 조건

후처리

1. 1
   workup.ADDITIONthe addition
2. 2
   추출After extraction with ethyl acetate
3. 3
   건조drying the organic phase with unhydrous sodium sulfate
4. 4
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure

실험 절차

To a solution of methyl cyanoacetate (1.98 g) in unhydrous tetrahydrofuran (20 ml) 60% sodium hydride (1.6 g) was added at a temperature below 10° C. To the reaction mixture a solution of 3,4-dichloro-5-isothiazolecarbonyl chloride (4.30 g) in unhydrous tetrahydrofuran (15 ml) was added dropwise at the same temperature. After finishing the addition, the reaction mixture was stirred at room temperature for 2 hours and 1N-aqueous hydrochloric acid (10 ml) was added. After extraction with ethyl acetate and drying the organic phase with unhydrous sodium sulfate, the solvent was distilled off under reduced pressure to obtain methyl 2-cyano-3-(3,4-dichloro-5-isothiazolyl)-3-oxopropanoate (4.7 g) as pale yellow crystals. mp 119-122° C.

출처