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1,4-Diacyl-3-acylamino-5-aryl-4,5-dihydro-1H-1,2,4-triazoles: Ring closure products of aromatic carbaldehyde (diaminomethylene) hydrazones with acylating agents
Authors:Z Györgydeák  W Holzer  R W Kunz  A Linden
Institution:(1) Kossuth Lajos Tudományegyetem Szerves Kémiai Tanszék, H-4010 Debrecen, Hungary;(2) Institut für Pharmazeutische Chemie der Universität Wien, A-1090 Wien, Austria;(3) Organisch-chemisches Institut der Universität Zürich, CH-8057 Zürich, Switzerland
Abstract:Summary Treatment of aromatic carbaldehyde (diaminomethylene)hydrazones1 with hot acetic anhydride or benzoyl chloride affords 1,4-diacyl-3-acylamino-5-aryl-4,5-dihydro-1H-1,2,4-triazoles2. In contrast, a new type of 0,N-acetal with an 1,2,4-triazole substructure (3) is obtained from 4-pyridine-carbaldehyde (diaminomethylene)hydrazone (li) by using a similar reaction procedure. The structures of all novel compounds were confirmed by spectroscopic data (1H and13C NMR, MS, IR); some representative compounds were also studied by X-ray analysis.Dedicated to Professor Dr.S. Makleit on the occasion of his 65th birthday.
Keywords:1  2  4-Triazolines  (Diaminomethylene)hydrazones  X-Ray analysis  NMR-spectroscopy
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