Arabian Journal for Science and Engineering

, Volume 42, Issue 6, pp 2441–2448 | Cite as

A Simple Process for the Synthesis of Novel Pyrazolyltriazole and Dihydropyrazolylthiazole Derivatives as Antimicrobial Agents

Research Article - Chemistry
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Abstract

Series of novel 1,2-bis((3-(1-aryl-5-methyl-1H-1,2,3-triazol-4-yl)-1-phenyl-1H-pyrazol-4-yl)methylene) hydrazines 4 and 2-(5-(3-(1,2,3-triazol-4-yl)pyrazol-4-yl) pyrazol-1-yl)thiazoles 13 were synthesized using simple and convenient procedures, and their structures were established. Treatment of pyrazole-4-carbaldehydes 1 with methyl ketones in alkaline medium gave the corresponding (E)-1-aryl-3-(3-(1-aryl-5-methyl-1H-1,2,3-triazol-4-yl)-1-phenyl-1H-pyrazol-4-yl)prop-2-en-1-ones 3 in 82–86% yields. Treatment of 3 with hydrazine hydrate gave 4, in 69–75% yields, rather than the expected 1-aryl-5-methyl-4-(1-aryl-4-(3-phenyl-4,5-dihydro-1H-pyrazol-5-yl)-1H-pyrazol-3-yl)-1H-1,2,3-triazoles. Reactions of 3 with thiosemicarbazide gave the corresponding carbothioamides 9 which in reaction with phenacyl bromides gave the corresponding dihydropyrazolylthiazoles 13 in 82–87% yields. The novel synthesized product exhibits good antimicrobial activities against the tested microorganisms.

Keywords

Antimicrobial activity Dihydropyrazolylthiazoles Pyrazole-4-carbaldehydes Pyrazolyltriazole Synthesis 

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Copyright information

© King Fahd University of Petroleum & Minerals 2017

Authors and Affiliations

  1. 1.Applied Organic Chemistry DepartmentNational Research CenterDokki, GizaEgypt
  2. 2.Department of Chemistry, College of Science and HumanitiesShaqra UniversityDuwadimiSaudi Arabia
  3. 3.Chemical Industries DivisionNational Research CentreDokki, GizaEgypt
  4. 4.Chemistry Department, Faculty of ScienceJazan UniversityJazanSaudi Arabia
  5. 5.Cornea Research Chair, Department of Optometry, College of Applied Medical SciencesKing Saud UniversityRiyadhSaudi Arabia

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