title: Studies with azinylacetonitriles: 2-pyridylacetonitrile as a precursor to functionally substituted pyridines.
abstract: 2-Pyridylacetonitrile (1) couples with aromatic diazonium salts to yield arylhydrazones 2a-c, that were shown to exist in the syn-form 2 rather than the anti-form 4. Compounds 2a,c reacted with hydroxylamine in refluxing DMF to yield the interesting 1,2,3-triazolylpyridines 6. Attempts to cyclize 2 to give the corresponding fused pyrazolopyridines 9 failed. On the other hand, compound 1 condensed with dimethylformamide dimethyl acetal to yield enaminonitrile 10 that could be converted into pyrazolylpyridine 11.
authors.affiliation: Department of Chemistry, Girls College of Education, Jeddah, Kingdom of Saudi Arabia. r1425@hotmail.com
authors.forename: Mariam Abdullah
authors.initials: MA
authors.lastname: Al-Sheikh
authors.forename: Mohamed Hilmy
authors.initials: MH
authors.lastname: Elnagdi
mesh_terms: D000097:Acetonitriles / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D011725:Pyridines / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D000097:Acetonitriles; D011725:Pyridines; C032159:acetonitrile