European Journal of Chemistry 2010, 1(2), 90-95 | doi: https://doi.org/10.5155/eurjchem.1.2.90-95.32 | Get rights and content

Issue cover





  Open Access OPEN ACCESS | Open Access PEER-REVIEWED | RESEARCH ARTICLE | DOWNLOAD PDF | VIEW FULL-TEXT PDF | TOTAL VIEWS

Synthetic applications of benzothiazole containing cyanoacetyl group


Ahmed Ali Fadda (1) , Fathy Mohamed Abdelrazek (2,*) , Khaled Samir Mohamed (3) , Howayda Mohamed Mostafa Ghieth (4) , Hassan Ali Etman (5)

(1) Chemistry Department, Faculty of Science, Mansoura University, Mansoura, 35516, Egypt
(2) Chemistry Department, Faculty of Science, Cairo University, Giza, 12613, Egypt
(3) Chemistry Department, Faculty of Science, Mansoura University, Mansoura, 35516, Egypt
(4) Chemistry Department, Faculty of Science, Mansoura University, Mansoura, 35516, Egypt
(5) Chemistry Department, Faculty of Science, Mansoura University, Mansoura, 35516, Egypt
(*) Corresponding Author

Received: 02 Apr 2010 | Accepted: 14 Apr 2010 | Published: 15 Jun 2010 | Issue Date: June 2010

Abstract


The reactions of 2-(benzo[d]thiazol-2-yl)-3-oxopentanedinitrile with a variety of reagents have been investigated aiming to explore the synthetic potentialities of this activated nitrile in heterocyclic synthesis. Several novel pyridopyrimidine, chromenopyridine, oxazole, diazepinone, thiophene and thienopyridine derivatives could be obtained starting from 2-(benzo[d]thiazol-2-yl)-3-oxopentanedinitrile and plausible mechanisms for their formations are reported.

1_2_90_95_800


Keywords


Benzothiazole; Pyridopyrimidine; Thienopyridine; Oxazole; Chromenopyridine; Diazepinone derivatives

Full Text:

PDF
PDF    Open Access

DOI: 10.5155/eurjchem.1.2.90-95.32

Links for Article


| | | | | | |

| | | | | | |

| | | |

Related Articles




Article Metrics

icon graph This Abstract was viewed 1770 times | icon graph PDF Article downloaded 373 times

Funding information


Alexander von Humboldt Foundation (Germany) and Research fund of the Faculty of Science, Cairo University

Citations

/


[1]. Ghada S. Masaret
New Potential Antitumor Pyrimidine Derivatives: Synthesis and Cytotoxicity Evaluation
Polycyclic Aromatic Compounds  , 1, 2021
DOI: 10.1080/10406638.2021.1936086
/


[2]. Khaled S. Mohamed, N. M. Abdulaziz, A. A. Fadda
Synthesis of New Heterocyclic Rings Containing Benzothiazole Moiety
Journal of Heterocyclic Chemistry  50(3), 650, 2013
DOI: 10.1002/jhet.1685
/


[3]. Martyna Jatczak, Koen Muylaert, Laurens M. De Coen, Janneke Keemink, Benjamin Wuyts, Patrick Augustijns, Christian V. Stevens
Straightforward entry to pyrido[2,3-d]pyrimidine-2,4(1H,3H)-diones and their ADME properties
Bioorganic & Medicinal Chemistry  22(15), 3947, 2014
DOI: 10.1016/j.bmc.2014.06.009
/


[4]. Khaled S. Mohamed, Ahmed A. Fadda
Synthesis, Characterization and Cytotoxicity Evaluation of Some Novel Pyrazole and Pyrrole Derivatives Containing Benzothiazole Moiety
HETEROCYCLES  91(10), 1937, 2015
DOI: 10.3987/COM-15-13304
/


[5]. Ghada S. Masaret
Synthesis, biological evaluation, and docking studies of various β‐substituted porphyrin conjugates embedded with N‐containing heterocycles
Journal of Heterocyclic Chemistry  58(9), 1836, 2021
DOI: 10.1002/jhet.4314
/


[6]. Ahmed A. Fadda, Moged A. Berghot, Fathy A. Amer, Doria S. Badawy, Nesma M. Bayoumy
Synthesis and Antioxidant and Antitumor Activity of Novel Pyridine, Chromene, Thiophene and Thiazole Derivatives
Archiv der Pharmazie  345(5), 378, 2012
DOI: 10.1002/ardp.201100335
/


[7]. Fadda AA
Convenient route synthesis of some new benzothiazole derivatives and their pharmacological screening as antimicrobial agents
Annals of Advances in Chemistry  1(1), 032, 2017
DOI: 10.29328/journal.aac.1001004
/


[8]. Ahmed Ali Fadda, Fathy Mohamed Abdelrazek, Ahmed Mahmoud Fouda
Studies with aza-heterocyclic N-oxides: Synthesis of some new aromatic N-oxide derivatives
European Journal of Chemistry  2(1), 51, 2011
DOI: 10.5155/eurjchem.2.1.51-57.249
/


[9]. Fathy M. Abdelrazek, Ahmed A. Fadda, Samar S. Mohamed
Heterosynthesis Using Nitriles: Novel Pyrrolo[2,3-<i>b</i>]pyridines
International Journal of Organic Chemistry  01(04), 218, 2011
DOI: 10.4236/ijoc.2011.14032
/


[10]. Ahmed A. Fadda, El-Sayed M. Afsah, Radwa S. Awad
Synthesis and antimicrobial activity of some new benzo and naphthonitrile derivatives
European Journal of Medicinal Chemistry  60, 421, 2013
DOI: 10.1016/j.ejmech.2012.11.017
/


[11]. Khaled S. Mohamed, Nayra M. Abdulaziz, Ahmed A. Fadda
Synthesis of Some New Pyridine and Pyrimidine Derivatives Containing Benzothiazole Moiety
Journal of Heterocyclic Chemistry  50(3), 645, 2013
DOI: 10.1002/jhet.1672
/


[12]. Aisha Y. Hassan, Marwa T. Sarg, Samiha A. El‐Sebaey
Synthesis and antitumor evaluation of some new derivatives and fused heterocyclic compounds derived from thieno[2,3‐b]pyridine
Journal of Heterocyclic Chemistry  56(11), 3102, 2019
DOI: 10.1002/jhet.3709
/


References


[1]. Hayashi, H.; Ohmoto, S.; Somei, M. Heterocycles 1997, 45, 1647-1650.
doi:10.3987/COM-97-7848

[2]. Eby, C. J.; Hauser, C. R. J. Am. Chem. Soc. 1957, 79, 723-725.
doi:10.1021/ja01560a060

[3]. Schroeter, G.; Sildler, C.; Sulzbacher, M.; Kanitz, R. Chem. Ber. 1932, 65, 432-445.

[4]. Papesch, V.; Schroeder, E. J. Org. Chem. 1951, 16, 1879-1890.
doi:10.1021/jo50006a010

[5]. Muller, T.; Augustin, M.; Werchan, H. G. Z. Chem. 1989, 29, 281-283.

[6]. Isobe, Y.; Tobe, M.; Inoue, Y.; Hayashi, H. Bioorg. & Med. Chem. 2003, 11, 4933-4940.
doi:10.1016/j.bmc.2003.09.012

[7]. Kappe, T.; Stelzel, H. P.; Ziegler, E. Monatsch. Fur Chem. 1983, 114, 953-963.

[8]. Stetinova, J.; Kada, R.; Lesko, J.; Zalibera, L.; Ilavsky, D. Collect. Czech. Chem. C 1995, 60, 999-1008.

[9]. Al-Lohedan, H.; Bunton, C. A. J. Org. Chem. 1981, 46, 3929-3930.
doi:10.1021/jo00332a041

[10]. Fadda, A. A.; Abdelrazek, F. M.; El-Habbal, M. M. Indian J. Chem. 1986, 25B, 194-196.

[11]. Abdelrazek, F. M.; Fadda, A. A. Z. Naturforsch., 1986, 41B, 499-501.

[12]. Metwally, N. H.; Abdelrazek, F. M. J. Prakt. Chem. Chem. Zeitung; 1998, 340, 676-678.
doi:10.1002/prac.19983400713

[13]. Fadda, A. A.; Amer, F. A.; Zaki, M. E. A.; Samir, K. Phosphorus, Sulfur, Silicon & Relat. Elements 1999, 155, 59-66.
doi:10.1080/10426509908044970

[14]. Abdelrazek, F. M.; Metwally, N. H. Syn. Commun. 2009, 39, 4088-4099.
doi:10.1080/00397910902883710

[15]. Zaki, M. E. A.; Fadda, A. A.; Samir, K.; Amer, F. A. Phosphorus, Sulfur, Silicon & Relat. Elements 2006, 181, 1815-1823.
doi:10.1080/10426500500542828

[16]. Fadda, A. A.; Zaki, M. E. A.; Samir, K.; Amer, F. A. Phosphorus, Sulfur, Silicon & Relat. Elements 2007, 182, 1845-1856.
doi:10.1080/10426500701323432

[17]. Abdelrazek, F. M.; Metwally, N. H.; Sobhy, N. A. Afinidad 2008, 65(538), 482-487.

[18]. Abdelrazek, F. M.; Metwally, N. H.; Kassab, N. A.; Sobhy, N. A. J. Heterocyclic Chem. 2009, 46, 1380-1385.
doi:10.1002/jhet.257

[19]. Abdelrazek, F. M.; Elsayed, A. N. J. Heterocyclic Chem. 2009, 46, 949-953.
doi:10.1002/jhet.181

[20]. Abdelrazek, F. M.; Fadda, A. A.; Elsayed, A. N. Syn. Commun. 2010, (LSYC-2009-3951), in press.

[21]. Abdel-Latif, E.; Mustafa, H. M.; Etman, H. A.; Fadda, A. A. Russ. J. Org. Chem. 2007, 43, 443-448.
doi:10.1134/S1070428007030219

[22]. Fadda, A. A.; Abdel-Latif, E.; Bondock, S.; Samir, A. Syn. Commun. 2008, 38, 4352-4368.
doi:10.1080/00397910802326596

[23]. Fadda, A. A.; El-Zemaity, M. T.; Gerges, M. M.; Refat, H. M.; Biehl E. R. Heterocycles 1996, 43, 23-32.
doi:10.3987/COM-95-7083


How to cite


Fadda, A.; Abdelrazek, F.; Mohamed, K.; Ghieth, H.; Etman, H. Eur. J. Chem. 2010, 1(2), 90-95. doi:10.5155/eurjchem.1.2.90-95.32
Fadda, A.; Abdelrazek, F.; Mohamed, K.; Ghieth, H.; Etman, H. Synthetic applications of benzothiazole containing cyanoacetyl group. Eur. J. Chem. 2010, 1(2), 90-95. doi:10.5155/eurjchem.1.2.90-95.32
Fadda, A., Abdelrazek, F., Mohamed, K., Ghieth, H., & Etman, H. (2010). Synthetic applications of benzothiazole containing cyanoacetyl group. European Journal of Chemistry, 1(2), 90-95. doi:10.5155/eurjchem.1.2.90-95.32
Fadda, Ahmed, Fathy Mohamed Abdelrazek, Khaled Samir Mohamed, Howayda Mohamed Mostafa Ghieth, & Hassan Ali Etman. "Synthetic applications of benzothiazole containing cyanoacetyl group." European Journal of Chemistry [Online], 1.2 (2010): 90-95. Web. 19 Oct. 2021
Fadda, Ahmed, Abdelrazek, Fathy, Mohamed, Khaled, Ghieth, Howayda, AND Etman, Hassan. "Synthetic applications of benzothiazole containing cyanoacetyl group" European Journal of Chemistry [Online], Volume 1 Number 2 (15 June 2010)

The other citation formats (EndNote | Reference Manager | ProCite | BibTeX | RefWorks) for this article can be found online at: How to cite item



DOI Link: https://doi.org/10.5155/eurjchem.1.2.90-95.32

CrossRef | Scilit | GrowKudos | Researchgate | Publons | Microsoft | scibey | Scite | Lens | OUCI

WorldCat Paperbuzz | LibKey Citeas | Dimensions | Semanticscholar | Plumx | Kopernio | Zotero | Mendeley

ZoteroSave to Zotero MendeleySave to Mendeley



European Journal of Chemistry 2010, 1(2), 90-95 | doi: https://doi.org/10.5155/eurjchem.1.2.90-95.32 | Get rights and content

Refbacks

  • There are currently no refbacks.




Copyright (c)





© Copyright 2010 - 2021  Atlanta Publishing House LLC All Right Reserved.

The opinions expressed in all articles published in European Journal of Chemistry are those of the specific author(s), and do not necessarily reflect the views of Atlanta Publishing House LLC, or European Journal of Chemistry, or any of its employees.

Copyright 2010-2021 Atlanta Publishing House LLC. All rights reserved. This site is owned and operated by Atlanta Publishing House LLC whose registered office is 2850 Smith Ridge Trce Peachtree Cor GA 30071-2636, USA. Registered in USA.