Binary heterocyclic systems containing the ethylideneamino linkage: synthesis of some new heterocyclic compounds bearing the naphtho-[2,1-b]furan moiety

• Main Authors: Bedair A.H., El-Wahab Abd A.H.F., El-Agrody A.M., Ali F.M., Halawa A.H., El-Sherbiny G.M.
• Format: Article
• Language: English
• Published: Serbian Chemical Society 2006-01-01
• Series: Journal of the Serbian Chemical Society
• Subjects: (naphtho-[2; 1-b]-2-yl)ethylidinehydrazonothiazolidinone; (naphtho[2; 1-b]furan-2-yl)ethylidenechromene-2-carbohydrazide; 1; 2-dihydro-4; 6-dimethyl-2-oxopyridine-3-carbonitrile
• Online Access: http://www.doiserbia.nb.rs/img/doi/0352-5139/2006/0352-51390605459B.pdf
• ISSN: 0352-5139; 1820-7421

Ethylidene hydrazine (4a,b) and thiazolidin-4-one (5) derivatives were synthesized by the reaction of ethylidenethiosemicarbazide derivative (3a) with α-haloketone/ethyl bromoacetate, respectively. Hetrocyclization of ethylideneacetohydrazide derivative (7) with o-phenolic aldehydes gave the corresponding coumarin derivatives (8,9). The interaction of 7 with acetylacetone afforded the corresponding pyridine derivative (10). Treatment of the arylidene derivative 11b with malononitrile afforded the corresponding pyran derivative (12). The new products 3-12 were subjected to IR, 1H NMR and mass spectra studies.