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Acetylene derivatives of heterocycles

III. Synthesis of N-alkylpyrazolylacetylenes from methyl pyrazolyl ketones

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

4-Ethynyl-1,3,5-trimethylpyrazole and 3,5-diethynyl-1-methylpyrazole have been synthesized by the reaction of the corresponding methyl N-methyl-pyrazolyl ketones with PCl5 followed by dehydrochlorination. 4-Butadiynyl-1,3,5-trimethylpyrazole has been obtained similarly from 4-acetoacetyl-1,3,5-trimethylpyrazole. The N-substituted pyrazolylacetylenes have been subjected to the Chodkiewicz-Cadiot reaction and to dehydrocondensation. The IR spectra of the acetylene derivatives of pyrazole synthesized are discussed.

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For part II, see [1].

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Shvartsberg, M.S., Vasilevskii, S.F., Kostrovskii, V.G. et al. Acetylene derivatives of heterocycles. Chem Heterocycl Compd 5, 797–800 (1972). https://doi.org/10.1007/BF00475858

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  • DOI: https://doi.org/10.1007/BF00475858

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