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A sydnoneimine base

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

It was shown by means of the UV spectra that a sydnoneimine base is formed from 3-cyclohexylsydnoneimine hydrochloride by the action of an equivalent amount of sodium hydroxide in solutions of absolute alcohols. The sydnoneimine base is also formed in the case of solvolysis of N6-trimethylsilyl-3-cyclohexylsydnoneimine in methanol. The sydnoneimine base in solutions exists in equilibrium with the chain isomer, viz., the nitrile. The fraction of the cyclic isomer increases as the electron-donor properties of the substituent in the 3 position become more pronounced.

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Literature cited

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 749–753, June, 1983.

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Ogorodnikova, V.V., Kholodov, L.E. & Yashunskii, V.G. A sydnoneimine base. Chem Heterocycl Compd 19, 598–602 (1983). https://doi.org/10.1007/BF00523067

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  • DOI: https://doi.org/10.1007/BF00523067

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