- Design, synthesis, characterization and antimicrobial evaluation of some heterocyclic condensed systems with bridgehead nitrogen from thiazolotriazole class
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In the present study, a series of new heterocyclic condensed systems with bridgehead nitrogen from the thiazolo[3,2-b][1,2,4]triazoles class was synthesized starting from some 4-(4-X-phenylsulfonyl)phenyl)-4H-1,2,4-triazole-3-thioles 1a-c (X=H, Cl, Br). The intermediates of S-alkylated 1,2,4-triazoles, 2-(5-(4-(4-X-phenylsulfonyl)phenyl)-2H-1,2,4-triazol-3-ylthio)-1-(4-fluorophenyl)ethanones 2a-c, were obtained by treatment of triazoles 1a-c with 2-bromo-4'-fluoroacetophenone. The 2-(4-(4-X-phenylsulfonyl)phenyl)-6-(4-fluorophenyl)thiazolo[3,2-b][1,2,4]triazoles 3a-c were obtained by cyclization of S-alkylated 1,2,4-triazoles 2a-c in sulfuric acid media, at 0°C. For the synthesis of 2-(4-(4-X-phenylsulfonyl)phenyl)-5-(4-fluorobenzylidene)-thiazolo[3,2-b][1,2,4]triazol-6(5H)-ones 4a-c, the triazoles 1a-c were treated with 4-fluorobenzaldehyde, chloroacetic acid and anhydrous sodium acetate, in the presence of acetic acid and acetic anhydride. The structures of the newly synthesized compounds have been confirmed by elemental analysis and spectral methods (IR, 1H-NMR,13C-NMR, MS). The antimicrobial activity of all new compounds has been screened against some bacteria and yeasts.
- Barbuceanu, Stefania-Felicia,Draghici, Constantin,Barbuceanu, Florica,Bancescu, Gabriela,Saramet, Gabriel
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- SYNTHESIS AND CHARACTERIZATION OF SOME 5-SUBSTITUTED-3-MERCAPTO-1,2,4-TRIAZOLES
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Some new 5-substituted-3-mercapto-1,2,4-triazoles (2a-d) with potential biologic activity were synthesized by cyclization of acylthiosemicarbazides 4 or by reaction of acid hydrazides 3 with thiourea. The structures of triazoles 2a - d were proved by elemental analysis as well as by IR, UV and H-NMR spectra. Mercaptotriazoles 2 could be easily S-alkylated to thioethers 6a-d.
- Saramet, Ioana,Banciu, Mircea D.,Draghici, Constantin
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p. 135 - 144
(2007/10/03)
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