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Reactions of some halocetylenes with sodium amide

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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    The action of sodium amide in ammonia on 4-chloroethynyl-N-alkylpyrazoles having a methyl group at position 5 leads to the formation of rearranged substitution products, i.e., the respective 5-(aminomethyl)-pyrazolylacetylenes. A suggestion is made about the mechanism of the reaction.

  2. 2.

    Under the same conditions 4-bromo- or 4-iodoethynyl-5-methylpyrazoles, like phenylchloroacetylene, exchange the halogen atom for sodium. At the same time a small amount of the aryl- or heteroarylacetonitrile is formed.

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Authors
  1. M. S. Shavartsberg
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  2. S. F. Vasilevskii
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  3. A. N. Sinyakov
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Additional information

Institute of Chemical Kinetics and Combustion, Siberian Branch of the Academy of Sciences of the USSR, Novosibirsk. Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, no. 10, pp. 2292–2295, October, 1976.

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Shavartsberg, M.S., Vasilevskii, S.F. & Sinyakov, A.N. Reactions of some halocetylenes with sodium amide. Russ Chem Bull 25, 2138–2141 (1976). https://doi.org/10.1007/BF02659534

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  • DOI: https://doi.org/10.1007/BF02659534

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