A number of novel coumarin (4), pyridinone (5a,b), thiophenopyridinone (6), 1,2,3triazole (7), pyrazolotriazine (10), thiazole (11,14a,b,15), thiophene (12), thiazolidinone (20,21,23) derivatives were synthesized via interaction of 4-(1-(2-(2cyanoacetyl)hydrazono)ethyl)phenyltosylate (3) with different nucleophilic reagents. The structures of the newly synthesized compounds were confirmed by elemental analyses IR, 1 H-NMR and mass spectral data. All compounds were evaluated for their antimicrobial activities.
A novel 2-Cyanomethine-4,5dihydro-4-oxo-5-(2,4dichlorophenyl) methylidine 1,3 thiazole (2) was obtained via the reaction of 4-thiazolidinone (1) with 2,4 dichlorobenzaldehyde .Treatment of 4-thiazolodinone derivatives(2) with 2,4 dichlorobe-nzaldhyde afforded 2,5-bis arylmethylidine derivatives (3a-d). Cyclization of compound (2) with various α-Cyanocinnamonitriles(4a-c) afforded the corresponding thiazolopyrid-ine enaminonitrile derivatives (5a-c). Reaction of compound (2) with α-ethoxycarbonyl cinnamonitriles (7a-c) gave the corresponding thiazolo[3,2-a]pyridine enaminoester deri-vatives (10a-c) . Also αformamidocinnamonitriles (11a-c) were reacted with compound (2) and gave thiazolo [3,2-a] pyridine derivatives (12a-c). The reaction of (5a) with hydrazine hydrate, carbon disulphide in pyridine and malononitrile afforded the corres-pondding thiazolo pyridine and thiazolonaphthyridine derivatives (15),( 16) and (17); respectively.
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