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Study of the cleavage of the N-N bond in the reaction of benzaldehyde pyrazinyl-, pyridazinyl-, and pyrimidinylhydrazones with sodium ethoxide

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The reaction of benzaldehyde pyrazinyl-, pyridazinyl-, and pyrimidinylhydrazones with sodium ethoxide was investigated by means of gas—liquid chromatography (GLC) and mass chromatometry. It was established that the previously discovered new type of cleavage of the N-N bond in pyridylhydrazones under the influence of alkali-metal alkoxides also takes place in a number of azine systems, but the yields of the corresponding N-monoalkylamino derivatives of pyrazine, pyrimidine, and pyridazine differ.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1120–1124, August, 1978.

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Marshalkin, M.F., Azimov, V.A., Linberg, L.F. et al. Study of the cleavage of the N-N bond in the reaction of benzaldehyde pyrazinyl-, pyridazinyl-, and pyrimidinylhydrazones with sodium ethoxide. Chem Heterocycl Compd 14, 905–909 (1978). https://doi.org/10.1007/BF00469873

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  • DOI: https://doi.org/10.1007/BF00469873

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