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Ring-chain tautomerism of thiosemicarbazones of salicylaldehyde and pyridinecarbaldehyde in acidic media

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

On the basis of NMR spectroscopic data, it has been found that 4-substituted thosemicarbazones of salicylaldehyde and α-, β-, and γ- pyridinecarbaldehydes in solutions of trifluoroacetic acid are tautomeric mixtures of protonated linear and cyclic 1, 3, 4-thiadiazolidine-2-imine forms, the linear tautomer having an azinethiol structure with localization of the proton on the N(2) nitrogen atom.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 119–121, January, 1994.

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Zelenin, K.N., Kuznetsova, O.B., Alekseev, V.V. et al. Ring-chain tautomerism of thiosemicarbazones of salicylaldehyde and pyridinecarbaldehyde in acidic media. Chem Heterocycl Compd 30, 107–109 (1994). https://doi.org/10.1007/BF01164745

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  • DOI: https://doi.org/10.1007/BF01164745

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