Heterocyclization of α-aminonicotinonitrile: A new approach for synthesis of triazolo[1,5-a]pyridine-8-carbonitrile | ||
| Bulletin of Faculty of Science, Zagazig University | ||
| Article 4, Volume 2023, Issue 4, January 2024, Pages 49-54 PDF (739.65 K) | ||
| Document Type: Original Article | ||
| DOI: 10.21608/bfszu.2023.196730.1253 | ||
| Author | ||
| Hassan A El-Sayed* | ||
| Department of Chemistry, Faculty of Science, Zagazig University, | ||
| Abstract | ||
| A new series of 1,2,4-triazolo[1,5-a]pyridine and pyrido[1,2-b]triazine was synthesized. The synthesis commenced with one-pot synthesis of pyran from 4-chlorobenzaldehyde, acetyl acetone and malononitrile in the presence of piperidine. The pyran 1 undergo ring transformation to pyridine derivatives 2 and 3 via reaction with amm.acetate and hydrazine hydrate. 1-Aminopyridine intermolecular cyclized to a new triazolo[1,5-a]pyridines 4-7 via reaction with acetic anhydride, carbon disulfide, formic acid and triethyl orthoformate. The triazine 8 was synthesized via cyclization of pyridine 1 with acetyl acetone in the presence of pyridine.A new series of 1,2,4-triazolo[1,5-a]pyridine and pyrido[1,2-b]triazine was synthesized. The synthesis commenced with one-pot synthesis of pyran from 4-chlorobenzaldehyde, acetyl acetone and malononitrile in the presence of piperidine. The pyran 1 undergo ring transformation to pyridine derivatives 2 and 3 via reaction with amm.acetate and hydrazine hydrate. 1-Aminopyridine intermolecular cyclized to a new triazolo[1,5-a]pyridines 4-7 via reaction with acetic anhydride, carbon disulfide, formic acid and triethyl orthoformate. The triazine 8 was synthesized via cyclization of pyridine 1 with acetyl acetone in the presence of pyridine. | ||
| Keywords | ||
| Pyran; 1-aminonicotinonitrile; Synthesis; Cyclization | ||
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