European Journal of Chemistry 2012, 3(3), 322-331. doi:10.5155/eurjchem.3.3.322-331.629

Synthesis of 5-arylazothiazoles, pyridines and thieno[2,3-b]pyridines derivatives containing 1,2,3-triazole moiety


Abdou Osman Abdelhamid (1,*) , Nadia Abdelhamid Abdel-Riheem (2) , Tamer Tawhid El-Idreesy (3) , Huda Refat Mahmoud Rashdan (4)

(1) Department of Chemistry, Faculty of Science, Cairo University, Giza, 12613, Egypt
(2) Department of Chemistry, Faculty of Science, Cairo University, Giza, 12613, Egypt
(3) Department of Chemistry, Faculty of Science, Cairo University, Giza, 12613, Egypt
(4) Department of Chemistry, Faculty of Science, Cairo University, Giza, 12613, Egypt
(*) Corresponding Author

Received: 04 May 2012, Accepted: 25 Jun 2012, Published: 30 Sep 2012

Abstract


1-(2-(4,5-dihydro-3-(5-methyl-1-phenyl-1H-1,2,3-triazol-4-yl)-5-phenylpyrazol-1-yl)-4-subs-tituted-thiazol-5-yl)-2-phenyldiazene (4) and substituted pyridines (5-12) were synthesized via reaction of 1-(5-methyl-1-phenyl-1H-1,2,3-triazol-4-yl)-3-phenylprop-2-en-1-one with hydrazonoyl halides and active methylene compounds. Also, thieno[2,3-b]pyridines (14a-e) were prepared through reactions of 2-mercapto-6-(5-methyl-1-phenyl-1H-1,2,3-triazol-4-yl)-4-phenyl-pyridine-3-carbonitrile with halo ester and halo ketones, respectively. The newly synthesized derivetived were elucidated by elemental analysis, spectral data and alternative synthetic routes wherever possobile.

3_3_322_331_800


Keywords


Urea; Pyridines; Carbamates; Quinazoline; 5-Arylthiazoles; Thieno[2,3-b]pyridines

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DOI: 10.5155/eurjchem.3.3.322-331.629

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Citations

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[1]. Samvel N. Sirakanyan, Domenico Spinelli, Athina Geronikaki, Viktor G. Kartsev, Henrik A. Panosyan, Armen G. Ayvazyan, Rafael A. Tamazyan, Vincenzo Frenna, Anush A. Hovakimyan
The azide/tetrazole equilibrium: an investigation in the series of furo- and thieno[2,3-e]tetrazolo[3,2-d]pyrimidine derivatives
Tetrahedron  72(16), 1919, 2016
DOI: 10.1016/j.tet.2016.02.048
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[2]. Sobhi Gomha, Sayed Ahmed, Abdou Abdelhamid
Synthesis and Cytotoxicity Evaluation of Some Novel Thiazoles, Thiadiazoles, and Pyrido[2,3-d][1,2,4]triazolo[4,3-a]pyrimidin-5(1H)-ones Incorporating Triazole Moiety
Molecules  20(1), 1357, 2015
DOI: 10.3390/molecules20011357
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[3]. Hiren Doshi, Sampark Thakkar, Prashant Khirsariya, Mukund Chandra Thakur, Arabinda Ray
6-Tosyl-4,5,6,7-Tetrahydrothieno[2,3-c]Pyridine-3-Carboxamide Analogues: Synthesis, Characterization, MO Calculation, and Antibacterial Activity
Applied Biochemistry and Biotechnology  175(3), 1700, 2015
DOI: 10.1007/s12010-014-1399-8
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[4]. Samvel N. Sirakanyan, Domenico Spinelli, Athina Geronikaki, Anush A. Hovakimyan, Azat S. Noravyan
New heterocyclic systems derived from pyridine: new substrates for the investigation of the azide/tetrazole equilibrium
Tetrahedron  70(45), 8648, 2014
DOI: 10.1016/j.tet.2014.09.047
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How to cite


Abdelhamid, A.; Abdel-Riheem, N.; El-Idreesy, T.; Rashdan, H. Eur. J. Chem. 2012, 3(3), 322-331. doi:10.5155/eurjchem.3.3.322-331.629
Abdelhamid, A.; Abdel-Riheem, N.; El-Idreesy, T.; Rashdan, H. Synthesis of 5-arylazothiazoles, pyridines and thieno[2,3-b]pyridines derivatives containing 1,2,3-triazole moiety. Eur. J. Chem. 2012, 3(3), 322-331. doi:10.5155/eurjchem.3.3.322-331.629
Abdelhamid, A., Abdel-Riheem, N., El-Idreesy, T., & Rashdan, H. (2012). Synthesis of 5-arylazothiazoles, pyridines and thieno[2,3-b]pyridines derivatives containing 1,2,3-triazole moiety. European Journal of Chemistry, 3(3), 322-331. doi:10.5155/eurjchem.3.3.322-331.629
Abdelhamid, Abdou, Nadia Abdelhamid Abdel-Riheem, Tamer Tawhid El-Idreesy, & Huda Refat Mahmoud Rashdan. "Synthesis of 5-arylazothiazoles, pyridines and thieno[2,3-b]pyridines derivatives containing 1,2,3-triazole moiety." European Journal of Chemistry [Online], 3.3 (2012): 322-331. Web. 6 Dec. 2019
Abdelhamid, Abdou, Abdel-Riheem, Nadia, El-Idreesy, Tamer, AND Rashdan, Huda. "Synthesis of 5-arylazothiazoles, pyridines and thieno[2,3-b]pyridines derivatives containing 1,2,3-triazole moiety" European Journal of Chemistry [Online], Volume 3 Number 3 (30 September 2012)

DOI Link: https://doi.org/10.5155/eurjchem.3.3.322-331.629

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