Synthesis and antibacterial activity of some new 4-anilino-5-phenyl-4H-1,2,4-triazole-3-thiol derivatives

4-Anilino-5-phenyl-4H-1,2,4-triazole-3-thiol (1) reacted with formaldehyde and different amines to give Mannich bases 2a–i. Treatment of compound 1 with formaldehyde afforded the corresponding 2-hydroxymethyl derivative 3, which upon its reaction with thionyl chloride yielded the corresponding chlor...

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Main Authors:	Abd El-Badih A.G. Ghattas, Hassan M. Moustafa, Elsayed A.A. Hassanein, Bahgat R.M. Hussein
Format:	Article
Language:	English
Published:	Elsevier 2016-11-01
Series:	Arabian Journal of Chemistry
Subjects:	4-Anilino-5-phenyl-4H-1,2,4-triazole-3-thiol Mannich bases Triazolotriazoles Oxadiazolotriazoles Triazinotriazoles Antibacterial activity
Online Access:	http://www.sciencedirect.com/science/article/pii/S1878535212000846

id	doaj-b2e1d56b507a4edb844c5f46e1161d7e
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spelling	doaj-b2e1d56b507a4edb844c5f46e1161d7e2020-11-24T21:02:53ZengElsevierArabian Journal of Chemistry1878-53522016-11-019S2S1654S165910.1016/j.arabjc.2012.04.016Synthesis and antibacterial activity of some new 4-anilino-5-phenyl-4H-1,2,4-triazole-3-thiol derivativesAbd El-Badih A.G. GhattasHassan M. MoustafaElsayed A.A. HassaneinBahgat R.M. Hussein4-Anilino-5-phenyl-4H-1,2,4-triazole-3-thiol (1) reacted with formaldehyde and different amines to give Mannich bases 2a–i. Treatment of compound 1 with formaldehyde afforded the corresponding 2-hydroxymethyl derivative 3, which upon its reaction with thionyl chloride yielded the corresponding chloromethyl derivative 4. Treatment of compound 4 with some thiols gave the corresponding sulfides 5a–f. The ring closure reaction of chloromethyl derivative 4 with hydrazine hydrate, phenyl hydrazine, hydroxylamine, urea and thiourea afforded triazolo-, oxadiazolo- and triazinotriazoles 6–10, respectively.http://www.sciencedirect.com/science/article/pii/S18785352120008464-Anilino-5-phenyl-4H-1,2,4-triazole-3-thiolMannich basesTriazolotriazolesOxadiazolotriazolesTriazinotriazolesAntibacterial activity
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Abd El-Badih A.G. Ghattas Hassan M. Moustafa Elsayed A.A. Hassanein Bahgat R.M. Hussein
spellingShingle	Abd El-Badih A.G. Ghattas Hassan M. Moustafa Elsayed A.A. Hassanein Bahgat R.M. Hussein Synthesis and antibacterial activity of some new 4-anilino-5-phenyl-4H-1,2,4-triazole-3-thiol derivatives Arabian Journal of Chemistry 4-Anilino-5-phenyl-4H-1,2,4-triazole-3-thiol Mannich bases Triazolotriazoles Oxadiazolotriazoles Triazinotriazoles Antibacterial activity
author_facet	Abd El-Badih A.G. Ghattas Hassan M. Moustafa Elsayed A.A. Hassanein Bahgat R.M. Hussein
author_sort	Abd El-Badih A.G. Ghattas
title	Synthesis and antibacterial activity of some new 4-anilino-5-phenyl-4H-1,2,4-triazole-3-thiol derivatives
title_short	Synthesis and antibacterial activity of some new 4-anilino-5-phenyl-4H-1,2,4-triazole-3-thiol derivatives
title_full	Synthesis and antibacterial activity of some new 4-anilino-5-phenyl-4H-1,2,4-triazole-3-thiol derivatives
title_fullStr	Synthesis and antibacterial activity of some new 4-anilino-5-phenyl-4H-1,2,4-triazole-3-thiol derivatives
title_full_unstemmed	Synthesis and antibacterial activity of some new 4-anilino-5-phenyl-4H-1,2,4-triazole-3-thiol derivatives
title_sort	synthesis and antibacterial activity of some new 4-anilino-5-phenyl-4h-1,2,4-triazole-3-thiol derivatives
publisher	Elsevier
series	Arabian Journal of Chemistry
issn	1878-5352
publishDate	2016-11-01
description	4-Anilino-5-phenyl-4H-1,2,4-triazole-3-thiol (1) reacted with formaldehyde and different amines to give Mannich bases 2a–i. Treatment of compound 1 with formaldehyde afforded the corresponding 2-hydroxymethyl derivative 3, which upon its reaction with thionyl chloride yielded the corresponding chloromethyl derivative 4. Treatment of compound 4 with some thiols gave the corresponding sulfides 5a–f. The ring closure reaction of chloromethyl derivative 4 with hydrazine hydrate, phenyl hydrazine, hydroxylamine, urea and thiourea afforded triazolo-, oxadiazolo- and triazinotriazoles 6–10, respectively.
topic	4-Anilino-5-phenyl-4H-1,2,4-triazole-3-thiol Mannich bases Triazolotriazoles Oxadiazolotriazoles Triazinotriazoles Antibacterial activity
url	http://www.sciencedirect.com/science/article/pii/S1878535212000846
work_keys_str_mv	AT abdelbadihagghattas synthesisandantibacterialactivityofsomenew4anilino5phenyl4h124triazole3thiolderivatives AT hassanmmoustafa synthesisandantibacterialactivityofsomenew4anilino5phenyl4h124triazole3thiolderivatives AT elsayedaahassanein synthesisandantibacterialactivityofsomenew4anilino5phenyl4h124triazole3thiolderivatives AT bahgatrmhussein synthesisandantibacterialactivityofsomenew4anilino5phenyl4h124triazole3thiolderivatives
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Synthesis and antibacterial activity of some new 4-anilino-5-phenyl-4H-1,2,4-triazole-3-thiol derivatives

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