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

摘要

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 1 ) H- and 13 ) C-NMR spectroscopy. The condensation products of aldoses with 2-hydroxybenzohydrazide and 2-aminobenzohydrazide in DMSO d 6 ) 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 DMSO d 6 ) solutions have cyclic benzo-1,2,4-triazepin structure.