Structure of Aldoses Condensation Products with 2-Hydroxy- and 2-Aminobenzohydrazides - Open Access Library Journal

OALibJ > Vol.3 No.5, May 2016

Structure of Aldoses Condensation Products with 2-Hydroxy- and 2-Aminobenzohydrazides ()

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DOI: 10.4236/oalib.1102636 793 Downloads 1,398 Views Citations

Author(s)

Igor V. Lagoda¹, Andrei Yu Ershov^2*, Stanislav I. Yakimovich³, Marina Yu Vasileva², Valery A. Polukeev³, Ludmila Yu Kuleshova⁴, Irina S. Korovina², Valery V. Shamanin²

Affiliation(s)

¹Scientific Research Test Center (Medical and Biological Protection), Institute of Military Medicine, Saint Petersburg, Russia.
²Institute of Macromolecular Compounds, Russian Academy of Sciences, Saint Petersburg, Russia.
³Saint Petersburg State University, Saint Petersburg, Russia.
⁴I.P.Pavlov Ryazan State Medical University, Ryazan, Russia.

ABSTRACT

The structure of the condensation products of 2-hydroxybenzohydrazide, 2-aminobenzohydrazide, and N-methyl-N-(2-aminobenzo) hydrazide with a series of aldoses (L-arabinose, D-ribose, L-rhamnose, D-galactose, D-glucose, and D-mannose) was studied by ¹H- and ¹³C-NMR spectroscopy. The condensation products of aldoses with 2-hydroxybenzohydrazide and 2-aminobenzohydrazide in DMSOd₆ solutions exist as equilibrium mixtures of linear acylhydrazone and cyclic pyranose and furanose forms. The aldoses condensation products with N-methyl-N-(2-aminobenzo)hydrazide in the crystalline state and in DMSOd₆ solutions have cyclic benzo-1,2,4-triazepin structure.

KEYWORDS

Aldoses 2-Hydroxy- and 2-Aminobenzohydrazides, Benzo-1, 2, 4-Triazepines, Ring-Chain-Ring Tautomerism

Share and Cite:

Lagoda, I. , Ershov, A. , Yakimovich, S. , Vasileva, M. , Polukeev, V. , Kuleshova, L. , Korovina, I. and Shamanin, V. (2016) Structure of Aldoses Condensation Products with 2-Hydroxy- and 2-Aminobenzohydrazides. Open Access Library Journal, 3, 1-6. doi: 10.4236/oalib.1102636.

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