Chlorotrimethylsilane → 5-(2-Methylcyclohexyl)-3-methylthio-1,2,4-thiadiazole

Beteiligte Stoffe

Reaktionsschritte

583 mg of zinc powder and 83 mg of 1,2-dibromoethane was added into 9 ml of tetrahydrofurane under nitrogen atmosphere and the mixture was refluxed for 1 minute. After cooling to room temperature, 49 mg of trimethylsilyl chloride and 3.0 g of 2-methylcyclohexyl iodide were added to the mixture, and the mixture was stirred for 6 hours at room temperature. Further, 1.49 g of 5-chloro-3-methylthio-1,2,4-thiadiazole and 109 mg of {1,1′-bis(diphenylphosphino)ferrocene} dichloro palladium(II) dichloromethane complex were added in the mixture, and the reaction mixture was stirred for 15 hours at room temperature and refluxed for 5 hours. The reaction mixture was concentrated, and the residue subjected to silica gel column chromatography to give 564 mg of 5-(2-methylcyclohexyl)-3-methylthio-1,2,4-thiadiazole.

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