A novel 2-ethoxycarbonyl methylidine-4,5-dihydo-4-oxo-5-arylmethylidine-1,3-thiazole derivatives (2a-c) are obtained via the reaction of 4-thiazolinone derivative (1) with different aromatic aldehydes. Cyclization of 4-thiazolidinone derivatives (2a-c) with various αcyanocinnamonitriles afforded the corresponding thiazolopyridine derivatives (5a-r). Thiazolopyridine derivatives (5a,b) are refluxed with acetic anhydride, and gave N,Ndiacetyl amino derivatives (8a,b).
2-(4-Oxothiazolidin-2-ylidene)acetonitrile and ethyl-2-(4-oxothiazolidin-2-ylidene)acetate (1a,b),were condensed with anthralaldehyde(1:1 molar ratio) and gave 4,5-dihydro-4-oxothiazole derivatives (2a,b).Refluxingof 2-(antharacene-9-yl-methylene) malononitrile in acetic acid with thioglycollic acid gave(3).4-Thiaz-olidinones containing bis-aryl methylidine moieties(4a-c) and (5a,b)were produced via condensation of either(2a) or (3) with aromatic aldehydes(1:1 molar ratio). Heating of (2a) with α-substituted cinnamonitriles gave the expected substituted thiazolo[3,2-a] pyridines (6a-d),(7) and (9a-c). Thiazolo [3,2-a] pyridine enamino-nitrile (6a) was refluxed with formic acid and phenyl hydrazine to form the corresponding thiazolo [3,2-a] pyridine derivatives (10) and (11) derivatives respectively.The structures of the prepared compounds were confirmed by using spectroscopic techniques; IR; 1 HNMR ; 13 C NMR and Mass spectroscopy. Also, Anibactreial and antifungal activity were evaluated for some of synthesized compounds.
2-(4-Oxothiazolidin-2-ylidene) acetonitrile and ethyl-2-(4-oxothiazolidin-2-ylidene) acetate (1a, b), were condensed with anthralaldehyde (1:1 molar ratio) and gave 4, 5-dihydro-4-oxothiazole derivatives (2a, b). Refluxing of 2-(Antharacene-9-yl-methylene) malononitrile in acetic acid with thioglycollic acid gave (3). 4-Thiazolidinones containing bis aryl methylidine moieties (4a-c) and (5a, b) were produced via condensation of either (2a) or (3) with different aromatic aldehydes (1:1 molar ratio). Heating of (2a) with α-substituted cin-namonitriles gave the expected substituted thiazolo [3, 2-a] pyridines (6a-d), (8) and (10a-c). The synthesized compounds have been screened for their antimicrobial activities against some selected species of Gram-positive (G +). Gram-negative (G-) bacteria and 3 different types of fungi. They were found to be more active against Gram positive than Gram negative bacteria.
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