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A new thermal study of the reaction of 6‐azidopyridones with different amines and hydrazines
Author(s) -
Mekheimer Ramadan Ahmed,
ElHameid Afaf Mohamed Abd,
Sadek Kamal U.
Publication year - 2008
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570450107
Subject(s) - chemistry , phenylhydrazine , chloroform , medicinal chemistry , fusion , organic chemistry , philosophy , linguistics
Reacting of 6‐azidopyridone derivatives 1 with o ‐phenylenediamine ( 2a ) in chloroform at room temperature afforded the new azidopyridones 3 . However, its fusion with 2a,b at 100–110°C gave the interesting pyrido[2,3‐ b ][1,5]diazepines 4a,b . Alternatively, compound 4a could also be obtained by heating azidopyridones 3 at 100–110°C. When compound 1 was allowed to react with hydrazines 7a‐d at room temperature it gave the corresponding azido compounds 8a‐d . Fusion of 1 with phenylhydrazine ( 7d ) at 140–160°C afforded the new aminopyridones 10 . The 6‐azidopyridones 1 could also be converted to the corresponding 6‐alkylaminopyridones 15a‐d by reaction with an excess of alkylamines at room temperature.