TITLE:
Structure of Aldoses Condensation Products with 2-Hydroxy- and 2-Aminobenzohydrazides
AUTHORS:
Igor V. Lagoda, Andrei Yu Ershov, Stanislav I. Yakimovich, Marina Yu Vasileva, Valery A. Polukeev, Ludmila Yu Kuleshova, Irina S. Korovina, Valery V. Shamanin
KEYWORDS:
Aldoses 2-Hydroxy- and 2-Aminobenzohydrazides, Benzo-1, 2, 4-Triazepines, Ring-Chain-Ring Tautomerism
JOURNAL NAME:
Open Access Library Journal,
Vol.3 No.5,
May
4,
2016
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.