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Utility of thiocarbamoyl moiety in synthesis of some new sulphur containing heterocyclic compounds and evaluation of their antimicrobial activity
Ahmed Fadda (1,*)
, Hala Refat (2) , Shimaa Kamal (3) (1) Department of Chemistry, Faculty of Science, Mansoura University, 35516 Mansoura, Egypt.
(2) Department of Chemistry, Faculty of Education, Suez Canal University, 35516 Al-Arish, Egypt
(3) Department of Chemistry, Faculty of Science, Mansoura University, 35516 Mansoura, Egypt.
(*) Corresponding Author
Received: 09 Dec 2013 | Revised: 08 Jan 2014 | Accepted: 28 Jan 2014 | Published: 30 Jun 2014 | Issue Date: June 2014
Abstract
The reaction of N,N'-(1,4-phenylene)bis(2-cyanoacetamide) (1) with phenyl isothiocyanate gave thiocarbamoyl derivative 3, which reacted with α-halocarbonyl compounds in a mixture of ethanol:N,N-dimethylformamide in the presence of triethylamineto afford thiazoles 4, 7, 10 and thiophene12 derivatives. While, when the same reaction was refluxed in a mixture of ethanol:N,N-dimethylformamide only afforded the acyclic compounds 5, 6, 8, 9 and 11, which when refluxed in N,N-dimethylformamide in presence of triethylamine gave the corresponding above thiazole and thiophene derivatives. Moreover, the reaction of compound 3 with dihalo compounds afforded cyclic dithio derivatives 13a, 13b and 14. The newly synthesized compounds were characterized by analytical, spectral data and evaluation of their antimicrobial activities of 4, 7, 14 and 15 have a high antimicrobial activity.
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European Journal of Chemistry
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DOI: 10.5155/eurjchem.5.2.296-304.1001
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Chemistry Department, Faculty of Science, Mansoura University, Egypt
Citations
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Novel Bis(2‐cyanoketene‐ S , S ‐/ S , N ‐acetals): Versatile Precursors for Novel Bis(aminopyrazole) Derivatives
Journal of Heterocyclic Chemistry 56(5), 1581, 2019
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Synthesis and Antimicrobial Activity of Some Novel bis Polyfunctional Pyridine, Pyran, and Thiazole Derivatives
Journal of Heterocyclic Chemistry 55(10), 2251, 2018
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Recent Development of Pyrimidine‐Containing Antimicrobial Agents
ChemMedChem 15(20), 1875, 2020
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Synthesis, computational and antimicrobial evaluation of some new pyridine derivatives
Archiv der Pharmazie 356(3), 2200399, 2023
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[7]. Hala M. Refat, A. A. Fadda, Shimaa Kamal
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DOI Link: https://doi.org/10.5155/eurjchem.5.2.296-304.1001
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European Journal of Chemistry 2014, 5(2), 296-304 | doi: https://doi.org/10.5155/eurjchem.5.2.296-304.1001 | Get rights and content
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