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Journal of the Serbian Chemical Society 2006 Volume 71, Issue 5, Pages: 459-469
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Binary heterocyclic systems containing the ethylideneamino linkage: synthesis of some new heterocyclic compounds bearing the naphtho-[2,1-b]furan moiety

Bedair A.H., El-Wahab Abd A.H.F., El-Agrody A.M., Ali F.M., Halawa A.H., El-Sherbiny G.M.

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.

Keywords: (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