176314-35-5Relevant academic research and scientific papers
Synthesis and antimicrobial activity of 1′, 2′, 4′-triazolyl/1′, 3′, 4′-thiadiazolyl/1′, 3′, 4′-oxadiazolyl-1, 8-naphthyridines and related compounds
Rama Rao,Mogilaiah,Sreenivasulu
, p. 339 - 344 (2007/10/03)
Condensation of 2-aminonicotinaldehyde (1) with ethyl benzoylacetate followed by treatment of ethyl 2-phenyl-1, 8-naphthyridine-3-carboxylate (2) formed with hydrazine hydrate gives 2-phenyl-1, 8-naphthyridine-3-carboxylic acid hydrazide (3). The acid hydrazide (3) has been converted into 4-aryl-1-[(2-phenyl-1, 8-naphthyridin-3-yl)carbonyl]-3-thioxemicarbazides (4a-g), which on chemoselective heterocycyclization with NaOH, Cone. H2SO4 and I2-NaOH separately furnishes 1, 2, 4-triazoles (5a-g), 1, 3, 4-thiadiazoles (6a-g) and 1, 3, 4-oxadiazoles (7a-g), respectively. The reaction of 1 with benzoylacetanilides affords the corresponding 2-phenyl-N-aryl-1, 8-naphthyridine-3-carboxamides (8a-m). The synthesized compounds have been tested for their antifungal and antibacterial activities.
