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Synthesis and Investigation of the Conformational Mobility of Certain (N-Benzyl-N-Nitrosoamino)azoles

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The N-benzyl-N-nitroso derivatives of 1- and 4-amino-1,2,4-triazoles, and 2-amino-5-phenyltetrazoles, 1-aminobenzotriazole, 7-amino-8-methyltheophylline, and 1-amino-3-methylbenzimidazol-2-one have been synthesized. The ratio of E- and Z-forms for them, arising as a result of hindered rotation about the N-N(O) bond, has been determined by 1H NMR spectroscopy. The energy of activation for the E↔Z transition was estimated in several cases.

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Authors and Affiliations

  1. Rostov State University, Rostov-on-Don, 344090, Russia

    O. V. Dyablo, A. V. Mikhailus, A. F. Pozharskii & D. S. Trishkin

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  1. O. V. Dyablo
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  2. A. V. Mikhailus
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  3. A. F. Pozharskii
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  4. D. S. Trishkin
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Dedicated to Professor V. I. Minkin, pioneer in the investigation of heterocyclic compounds and of methods of physical and quantum chemistry, on his 70th birthday.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 379–390, March, 2005.

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Dyablo, O.V., Mikhailus, A.V., Pozharskii, A.F. et al. Synthesis and Investigation of the Conformational Mobility of Certain (N-Benzyl-N-Nitrosoamino)azoles. Chem Heterocycl Compd 41, 329–339 (2005). https://doi.org/10.1007/s10593-005-0152-1

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  • DOI: https://doi.org/10.1007/s10593-005-0152-1

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