caa a22 4500 44587502X CHVBK 20180317145525.0 cr unu---uuuuu 170323e20110301xx s 000 0 eng 10.1007/s10593-011-0697-0 doi (NATIONALLICENCE)springer-10.1007/s10593-011-0697-0 N-(2-aminobenzoyl)-N-methylhydrazones of aldehydes and aldoses and their cyclization to benzo-1,3,4-triazepine derivatives [Elektronische Daten] [A. Ershov, B. Chernitsa, V. Doroshenko, S. Yakimovich, V. Alekseyev, I. Lagoda, V. Pakal'nis, I. Zerova, V. Shamanin] The products of the condensation of aliphatic aldehydes with N-(2-aminobenzoyl)-N-methylhydrazine exist in DMSO-d6 solution as tautomeric mixtures of linear aldohydrazone and cyclic benzo-1,3,4-triazepine forms. The linear tautomer predominates for 2-aminobenzoyl-N-methylhydrazones of aromatic aldehydes. A tautomeric equilibrium is observed in DMSO-d6 for the products of the condensation of the hydrazide of 2-aminobenzoic acid with a series of aldoses. This equilibrium exists between α,β-isomeric pyranose forms and the open aldosohydrazone form. Isomeric conversion to the seven-membered benzo-1,3,4-triazepine form is observed for the products of the condensation of aldoses with N-(2-aminobenzoyl)-N-methylhydrazine. Springer Science+Business Media, Inc., 2011 2-aminobenzoylhydrazones nationallicence benzo-1,3,4-triazepines nationallicence ring-chain tautomerism nationallicence Ershov A. Institute of Macromolecular Compounds, Russian Academy of Sciences, 199004, Saint-Petersburg, Russia aut Chernitsa B. Institute of Macromolecular Compounds, Russian Academy of Sciences, 199004, Saint-Petersburg, Russia aut Doroshenko V. Institute of Macromolecular Compounds, Russian Academy of Sciences, 199004, Saint-Petersburg, Russia aut Yakimovich S. Saint-Petersburg State University, 198504, Saint-Petersburg, Russia aut Alekseyev V. S. M. Kirov Military Medical Academy, 194044, Saint-Petersburg, Russia aut Lagoda I. Scientific Research Test Center (Medical and Biological Defence), Federal Research Test Institute of Military Medicine of the Defence Ministry of Russian Federation, 195043, Saint-Petersburg, Russia aut Pakal'nis V. Saint-Petersburg State University, 198504, Saint-Petersburg, Russia aut Zerova I. Saint-Petersburg State University, 198504, Saint-Petersburg, Russia aut Shamanin V. Institute of Macromolecular Compounds, Russian Academy of Sciences, 199004, Saint-Petersburg, Russia aut Chemistry of Heterocyclic Compounds Springer US; http://www.springer-ny.com 46/12(2011-03-01), 1486-1493 0009-3122 46:12<1486 2011 46 10593 https://doi.org/10.1007/s10593-011-0697-0 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/s10593-011-0697-0 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Ershov A. Institute of Macromolecular Compounds, Russian Academy of Sciences, 199004, Saint-Petersburg, Russia aut NATIONALLICENCE 700 1- Chernitsa B. Institute of Macromolecular Compounds, Russian Academy of Sciences, 199004, Saint-Petersburg, Russia aut NATIONALLICENCE 700 1- Doroshenko V. Institute of Macromolecular Compounds, Russian Academy of Sciences, 199004, Saint-Petersburg, Russia aut NATIONALLICENCE 700 1- Yakimovich S. Saint-Petersburg State University, 198504, Saint-Petersburg, Russia aut NATIONALLICENCE 700 1- Alekseyev V. S. M. Kirov Military Medical Academy, 194044, Saint-Petersburg, Russia aut NATIONALLICENCE 700 1- Lagoda I. Scientific Research Test Center (Medical and Biological Defence), Federal Research Test Institute of Military Medicine of the Defence Ministry of Russian Federation, 195043, Saint-Petersburg, Russia aut NATIONALLICENCE 700 1- Pakal'nis V. Saint-Petersburg State University, 198504, Saint-Petersburg, Russia aut NATIONALLICENCE 700 1- Zerova I. Saint-Petersburg State University, 198504, Saint-Petersburg, Russia aut NATIONALLICENCE 700 1- Shamanin V. Institute of Macromolecular Compounds, Russian Academy of Sciences, 199004, Saint-Petersburg, Russia aut NATIONALLICENCE 773 0- Chemistry of Heterocyclic Compounds Springer US; http://www.springer-ny.com 46/12(2011-03-01), 1486-1493 0009-3122 46:12<1486 2011 46 10593 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer