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Mass Spectra of New Heterocycles: XIX. Electron Impact and Chemical Ionization Study of 2,7-Dihydrothiopyrano[2,3-b]pyrrol-6-amines

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Abstract

Fragmentation of N, N-dialkyl-7-[alkyl and 2-(vinyloxy)ethyl]-2,7-dihydrothiopyrano[2,3-b]pyrrol-6-amines under electron impact (70 eV) and chemical ionization (methane as reactant gas) has been studied. The electron impact ionization of these compounds gives rise to stable molecular ions which decompose according to two main pathways. The major pathway involves cleavage of the N7—CAlk bond with elimination of the alkyl radical. The minor pathway is expulsion of alkyl radical from the amino nitrogen atom in the 6-position. The chemical ionization of 2,7-dihydrothiopyrano[2,3-b]pyrrol-6-amines characteristically involves protonation and electrophilic addition processes with the most abundant ion being [M + H]+.

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Acknowledgments

This study was performed using the equipment of the Baikal Joint Analytical Center, Siberian Branch, Russian Academy of Sciences.

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Authors and Affiliations

  1. Favorskii Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, Irkutsk, Russia

    L. V. Klyba, N. A. Nedolya, E. R. Sanzheeva & O. A. Tarasova

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  1. L. V. Klyba
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  2. N. A. Nedolya
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  3. E. R. Sanzheeva
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  4. O. A. Tarasova
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Correspondence to L. V. Klyba.

Additional information

For communication XVIII, see [1].

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No conflict of interests is declared by the authors.

Russian Text © The Author(s), 2019, published in Zhurnal Organicheskoi Khimii, 2019, Vol. 55, No. 6, pp. 930–937.

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Klyba, L.V., Nedolya, N.A., Sanzheeva, E.R. et al. Mass Spectra of New Heterocycles: XIX. Electron Impact and Chemical Ionization Study of 2,7-Dihydrothiopyrano[2,3-b]pyrrol-6-amines. Russ J Org Chem 55, 824–830 (2019). https://doi.org/10.1134/S1070428019060125

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