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

DOI: 10.4236/oalib.1102636, PP. 1-6

Subject Areas: Organic Chemistry

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

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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-aminobenzohydra- zide 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)hy- drazide in the crystalline state and in DMSOd6 solutions have cyclic benzo-1,2,4-triazepin structure.

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Lagoda, I. V. , Ershov, A. Y. , Yakimovich, S. I. , Vasileva, M. Y. , Polukeev, V. A. , Kuleshova, L. Y. , Korovina, I. S. and Shamanin, V. V. (2016). Structure of Aldoses Condensation Products with 2-Hydroxy- and 2-Aminobenzohydrazides. Open Access Library Journal, 3, e2636. doi:


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