This submission belongs to the session a. General Organic Synthesis of the event The 4th International Electronic Conference on Synthetic Organic Chemistry
Published date
11 Sep, 2000
Citation
Péter Mátyus, Orsolya Barabás, Veronika Harmath, Géza Stájer, Lázló Károlyházy, Olivér Éliás, Ring Closure Reactions of 4-Chloro-5-hydroxyalkylamino-6-nitro-3(2H)- pyridazinones: Synthesis of Novel Pyridazino-Fused Ring Systems, in Proceedings of The 4th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2000, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-4-01820
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Ring Closure Reactions of 4-Chloro-5-hydroxyalkylamino-6-nitro-3(2H)- pyridazinones: Synthesis of Novel Pyridazino-Fused Ring Systems
Olivér Éliás 1
Lázló Károlyházy 1
Géza Stájer 2
Veronika Harmath 3
Orsolya Barabás 3
Péter Mátyus 1
1. Institute of Organic Chemistry, Semmelweis University, 1092 Budapest, Hõgyes Endre utca 7, Hungary
2. Institute of Pharmaceutical Chemistry, University of Szeged, 6720 Szeged, Eötvös utca 7, Hungary
3. Department of Theoretical Chemistry, Eötvös Lóránd University, 1117 Budapest, Pázmány Péter sétány 1, Hungary
Abstract
Cyclization of the title compounds may occur in various ways (e.g., with the participation of C-6 or C-4 atom of the pyridazinone ring) to form differently fused pyridazino ring systems. The regiochemistry was found to be particularly dependent on the length of the side chain: from the hydroxyethylamino derivatives pyridazino[3,4-b]oxazines, and from hydroxypropylamino derivatives pyridazino[3,4-b]oxazepine and pyridazino[4,5-b]oxazepine systems were formed.