Synthesis, antibacterial and surface activity of 1,2,4-triazole derivatives

The use of sodium 1-(4-amino-5-mercapto-4H-[1,2,4] triazol-3-yl) and heptadecane-1-sulfonate (2) as new precursors to synthesize some important biologically active heterocycles has been found to be effective. The reaction of 2 with carbon disulphide in pyridine and acid chlorides yielded the 1,2,4-t...

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Main Author: R. El-Sayed
Format: Article
Language:English
Published: Consejo Superior de Investigaciones Científicas 2006-06-01
Series:Grasas y Aceites
Subjects:
Online Access:http://grasasyaceites.revistas.csic.es/index.php/grasasyaceites/article/view/35
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author R. El-Sayed
author_facet R. El-Sayed
author_sort R. El-Sayed
collection DOAJ
description The use of sodium 1-(4-amino-5-mercapto-4H-[1,2,4] triazol-3-yl) and heptadecane-1-sulfonate (2) as new precursors to synthesize some important biologically active heterocycles has been found to be effective. The reaction of 2 with carbon disulphide in pyridine and acid chlorides yielded the 1,2,4-triazole derivatives 3, 4a and 4b.The condensation of 2 with appropriate aldehydes gave 5a-c which were cyclized by treating with thioglycollic acid to yield 6a-c. The reactions of 2 with phthalic anhydride and 4-methylbenzene-sulfonylchloride gave 7 and 8. In addition, the reaction of 2 with chloroacetaldehyde, phenacyl bromide, urea and chloroacetyl chloride yielded 9, 10, 11 and 12. At the same time, refluxing 2 with phenyl isothiocyanate gave 13 and 14. All these products have antimicrobial activity and they can be used as surface active agents.
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spelling doaj.art-cb9a5e6850d54263bdae49f80410bac02022-12-21T22:25:43ZengConsejo Superior de Investigaciones CientíficasGrasas y Aceites0017-34951988-42142006-06-0157218018810.3989/gya.2006.v57.i2.3535Synthesis, antibacterial and surface activity of 1,2,4-triazole derivativesR. El-Sayed0Chemistry Department, Faculty of Science, Benha UnviversityThe use of sodium 1-(4-amino-5-mercapto-4H-[1,2,4] triazol-3-yl) and heptadecane-1-sulfonate (2) as new precursors to synthesize some important biologically active heterocycles has been found to be effective. The reaction of 2 with carbon disulphide in pyridine and acid chlorides yielded the 1,2,4-triazole derivatives 3, 4a and 4b.The condensation of 2 with appropriate aldehydes gave 5a-c which were cyclized by treating with thioglycollic acid to yield 6a-c. The reactions of 2 with phthalic anhydride and 4-methylbenzene-sulfonylchloride gave 7 and 8. In addition, the reaction of 2 with chloroacetaldehyde, phenacyl bromide, urea and chloroacetyl chloride yielded 9, 10, 11 and 12. At the same time, refluxing 2 with phenyl isothiocyanate gave 13 and 14. All these products have antimicrobial activity and they can be used as surface active agents.http://grasasyaceites.revistas.csic.es/index.php/grasasyaceites/article/view/35124-triazol derivativessynthesisantibacterial propertiessurface activity properties
spellingShingle R. El-Sayed
Synthesis, antibacterial and surface activity of 1,2,4-triazole derivatives
Grasas y Aceites
1
2
4-triazol derivatives
synthesis
antibacterial properties
surface activity properties
title Synthesis, antibacterial and surface activity of 1,2,4-triazole derivatives
title_full Synthesis, antibacterial and surface activity of 1,2,4-triazole derivatives
title_fullStr Synthesis, antibacterial and surface activity of 1,2,4-triazole derivatives
title_full_unstemmed Synthesis, antibacterial and surface activity of 1,2,4-triazole derivatives
title_short Synthesis, antibacterial and surface activity of 1,2,4-triazole derivatives
title_sort synthesis antibacterial and surface activity of 1 2 4 triazole derivatives
topic 1
2
4-triazol derivatives
synthesis
antibacterial properties
surface activity properties
url http://grasasyaceites.revistas.csic.es/index.php/grasasyaceites/article/view/35
work_keys_str_mv AT relsayed synthesisantibacterialandsurfaceactivityof124triazolederivatives