THE REACTIONS OF α-METHOXYAMIDES WITH MALONONITRILE IN THE PRESENCE OF TiCl4 AS A CATALYST
By using Asinger reaction 2,5-dihydro-1,3-thiazoles obtained in high yields. Treating these heterocyclic imines with acid chlorides followed by methanolysis of formed N-acyliminium chlorides led to a large number of α-methoxyamides. It was determined that the nucleophilic substitution of methoxy group in these α-methoxyamides by malononitrile in the presence of AlCl3, ZnCl2 as well as in the absence of catalyst did not proceed. The reaction proceeds by using TiCl4 as a catalyst. Yields were: 42–47%. Obtained products were purified by column chromatography.
Keywords : 2,5-dihydro-1,3-thiazoles, α-methoxyamide, malononitrile, titan(IV) chloride
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