Reactions with hydrazonoyl halides 66: Synthesis of some new  1,3,4-thiadiazoles, triazolino[4,3-a]pyrimidines and  isoxazolo[3,4-d]pyridazines containing coumarin moiety

Abdou Osman Abdelhamid; Abdelgawad Ali Fahmi; Abeer Bahlol Ali

doi:10.5155/eurjchem.2.4.544-551.478

PDF

Published: Dec 31, 2011

DOI: https://doi.org/10.5155/eurjchem.2.4.544-551.478

Keywords:

Coumarins, Nitrilimines, 1, 3, 4-Thiadiazoles, Pyrimidine-2-thione, Isoxazolo[3, 4-d]prymidines, Triazolino[4, 3-a]pyrimidines

Section

Research Article

Issue

Vol. 2 No. 4 (2011): December 2011

Dates

Received 2011-06-10
Accepted 2011-07-22
Published 2011-12-31

Abdou Osman Abdelhamid

Department of Chemistry, Faculty of Science, Cairo University, Giza 12613, Egypt

Abdelgawad Ali Fahmi

Department of Chemistry, Faculty of Science, Cairo University, Giza 12613, Egypt

Abeer Bahlol Ali

Department of Chemistry, Faculty of Science, Cairo University, Giza 12613, Egypt

Abstract

2,3-Dihydro-1,3,4-thiadiazoles, triazolino[4,3-a]pyrimidines, isoxazoles and isoxazolo[3,4-d]pyridazines containing coumarin moities were synthesized from the reactions of methyl (or benzyl) carbodithioate, pyrimidine-2-thione and 3-(3-(dimethylamino)acryloyl)-2H-chromen-2-one derivatives with C-coumarinoyl-N-phenylhydrazonoyl bromide. The structures of all the newly synthesized compounds were confirmed by elemental analyses and spectral data.

2_4_544_551_800

This Abstract was viewed 1848 times |

Article PDF downloaded 814 times

How to Cite

(1)

Abdelhamid, A. O.; Fahmi, A. A.; Ali, A. B. Reactions With Hydrazonoyl Halides 66: Synthesis of Some New 1,3,4-Thiadiazoles, triazolino[4,3-a]pyrimidines and isoxazolo[3,4-d]pyridazines Containing Coumarin Moiety. Eur. J. Chem. 2011, 2, 544-551.

Links for Article

Crossref - Scopus - Google - European PMC

References

[1]. Anderson, D. M.; Shelley, S.; Crick, N.; Buraglio, M. J. Clin. Pharmacol. 2002, 42, 1358-1365.
http://dx.doi.org/10.1177/0091270002238772
PMid:12463731

[2]. Tassies, D.; Freire, C.; Puoan, J.; Maragall, S.; Monteagudo, J.; Ordinas, A.; Reverter, J. C. Haematolgica 1992, 87, 1185-1191.

[3]. Stone, W. B.; Okoniewski, J. C.; Stedelin, J. R. J. Wildlife Dis. 1999, 35, 187-193.

[4]. Weick, J.; Thorn, R. S. J. Econ. Entomol. 2002, 95, 227-236.
http://dx.doi.org/10.1603/0022-0493-95.2.227
PMid:12019994

[5]. Mitscher, L. A. Principles of Medicinal Chemistry, W. O. Foye, T. L. Lemke and D. A. Williams, pp. 819-864, 5th edn., Williams and Wikins, Baltimore, 2002.

[6]. Lafitte, D.; V. Lamour, V.; Tsvetkov, P. O.; Makarov, A. A.; Klich, M.; Deprez, P.; Moras, D.; Briand, C.; Gilli, R. Biochemistry 2002, 41, 7217-7223.
http://dx.doi.org/10.1021/bi0159837
PMid:12044152

[7]. Kornis, D. I. Comperhensive Heterocyclic Chemistry, edited by A. R. Katritzky, C. W. Ress and E. F. V. Scriven, Pergamon, Oxford, Vol. 4, 1996.

[8]. Abdelhamid, A. O.; Afifi, M. A. M. Phosphorus Sulfur 2008, 183, 2703-2713.
http://dx.doi.org/10.1080/10426500801968185

[9]. Abdelhamid, A. O.; Afifi, M. A. Synthetic Commun. 2010, 40, 1539-1550.
http://dx.doi.org/10.1080/00397910903100726

[10]. Abdelhamid, A. O.; Abdelall, E. K. A.; Zaki, Y. H. J. Heterocyclic Chem. 2010, 47, 477-482.

[11]. Abdelhamid, A. O. J. Heterocycl. Chem. 2009, 46, 680-686.
http://dx.doi.org/10.1002/jhet.141

[12]. Abdelhamid, A. O.; Abdelall, E. K. A.; Abdel-Riheem, N. A.; Ahmed, S. A. Phosphorus Sulfur 2010, 185, 709-718.
http://dx.doi.org/10.1080/10426500902922933

[13]. Abdelall, E. K. A.; Mohamed, M. A.; Abdelhamid, A. O. Phosphorus Sulfur 2010, 185, 1862-1874.
http://dx.doi.org/10.1080/10426500903348013

[14]. Abdelhamid, A. O.; Afifi, M. A. J. Advance Chem. 2010, 1, 137-144.

[15]. Abdelhamid, A. O.; Fahmi, A. A.; Halim, N. M. K. Eur. J. Chem. 2011, 2(3), 317-322.
http://dx.doi.org/10.5155/eurjchem.2.3.317-323.420

[16]. Shawali, A. S.; Abdelhamid, A. O. Bull. Soc. Japn. 1976, 49, 321-324.
http://dx.doi.org/10.1246/bcsj.49.321

[17]. Eweiss, N. F.; Osman, A. J. Heterocycl. Chem. 1980, 17, 1713-1717.
http://dx.doi.org/10.1002/jhet.5570170814

[18]. Shawali, A. S.; Osman, A. Tetrahedron 1971, 27, 2517-2528.
http://dx.doi.org/10.1016/S0040-4020(01)90753-7

[19]. Favrel, G.; Chvz, J. Bull. Soc. Chem. France 1927, 41, 1601-1622.

[20]. Abdelhamid, A. O.; Zohdi, H. F.; Mohamed, G. S. Heteroatom Chem. 1999, 10, 508-516.
http://dx.doi.org/10.1002/(SICI)1098-1071(1999)10:6<508::AID-HC12>3.0.CO;2-W

[21]. Moustapha, C; Abdel-Riheem, N. A.; Abdelhamid, A. O. Synthetic Commun. 2005, 35, 249-261.
http://dx.doi.org/10.1081/SCC-200048444

[22]. Abdelhamid, A. O.; Baghos, V. B.; Doss, S. H.; Halim, M. M. A. Phosphorus Sulfur 2007, 182, 2843-2854.
http://dx.doi.org/10.1080/10426500701521811

[23]. Sherif, M. S.; Youssef, M. M.; Mobark, Kh. M.; Abdel-Fattah, A. M. Tetrahedron 1993, 49, 9561-9572.
http://dx.doi.org/10.1016/S0040-4020(01)80225-8

[24]. Abdelhamid, A. O.; Al-Atoom, A. Synthetic Commun. 2006, 36, 97-110.
http://dx.doi.org/10.1080/00397910500330593

[25]. Parkanyi, C.; Abdelhamid, A. O.; Cheng, J. C. S.; Shawali, A. S. J. Heterocycl. Chem. 1984, 21, 1029-1035.
http://dx.doi.org/10.1002/jhet.5570210421

[26]. Abdelhamid, A. O.; Khalifa; F. A.; Ghabrial, S. S. Phosphorus Sulfur 1988, 40, 41-46.

[27]. Abdelhamid, A. O.; Abdou, S. E.; Mahgoub, S. A. Arch. Pharm. Res. 1992, 15, 317-321.
http://dx.doi.org/10.1007/BF02974105

[28]. Abdelhamid, A. O; Al-Hamidi, A. A. J. Chin. Chem. Soc. 1995, 42, 83-88.

[29]. Rupe, H. Chem. Ber. 1897, 30, 1097-1100.
http://dx.doi.org/10.1002/cber.189703001211

[30]. Abdallah, M. A. Z. Naturforsch. 2002, 57b, 699-706.

Supporting Agencies

Most read articles by the same author(s)

Abdou Osman Abdelhamid, Abdelgawad Ali Fahmi, Amna Ali Mohamed Alsheflo, Convenient synthesis of some new pyrazolo[5,1-c]triazines, isoxazolo[3,4-d] pyrimidine and pyridine derivatives containing benzofuran moiety , European Journal of Chemistry: Vol. 3 No. 2 (2012): June 2012
Anhar Abdel-Aziem, Marwa Sayed El-Gendy, Abdou Osman Abdelhamid, Synthesis and antimicrobial activities of pyrido[2,3-d]pyrimidine, pyridotriazolopyrimidine, triazolopyrimidine, and pyrido[2,3-d:6,5d']dipyrimidine derivatives , European Journal of Chemistry: Vol. 3 No. 4 (2012): December 2012
Sayed Abdelkader Ahmed, Osama Mohamed Ahmed, Abdou Osman Abdelhamid, Synthesis and anti-tumor activities of new [1,2,4]triazolo[1,5-a]pyrimidine derivatives , European Journal of Chemistry: Vol. 5 No. 2 (2014): June 2014
Abdou Osman Abdelhamid, 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: Vol. 3 No. 3 (2012): September 2012
Abdou Osman Abdelhamid, Abdelgawad Ali Fahmi, Karema Noury Mahmoud Halim, Reactions with hydrazonoyl halides 65: Synthesis of some new 1,3,4-thiadiazoles and triazolino[4,3-a]pyrimidines containing pyrazole moiety , European Journal of Chemistry: Vol. 2 No. 3 (2011): September 2011
Mahmoud Abdallah Mohamed, Eman Kamal Ahmad Abdelall, Yasser Hassan Zaki, Abdou Osman Abdelhamid, Synthesis of some new of thieno[2,3-b]pyridines, pyrazolo[1,5-a]pyrimidine, [1,2,4]triazolo[1,5-a]pyrimidine, pyrazolo[5,1-c]triazine and pyrimido[1,2-a]benzimidazole derivatives containing pyridine moiety , European Journal of Chemistry: Vol. 2 No. 4 (2011): December 2011

TrendMD

Dimensions - Altmetric - scite_ - PlumX

Downloads and views

Downloads

Download data is not yet available.

Metrics

Metrics Loading ...

License Terms

License Terms

by-nc

Copyright © 2024 by Authors. This work is published and licensed by Atlanta Publishing House LLC, Atlanta, GA, USA. The full terms of this license are available at https://www.eurjchem.com/index.php/eurjchem/terms and incorporate the Creative Commons Attribution-Non Commercial (CC BY NC) (International, v4.0) License (http://creativecommons.org/licenses/by-nc/4.0). By accessing the work, you hereby accept the Terms. This is an open access article distributed under the terms and conditions of the CC BY NC License, which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited without any further permission from Atlanta Publishing House LLC (European Journal of Chemistry). No use, distribution, or reproduction is permitted which does not comply with these terms. Permissions for commercial use of this work beyond the scope of the License (https://www.eurjchem.com/index.php/eurjchem/terms) are administered by Atlanta Publishing House LLC (European Journal of Chemistry).

Article Sidebar

Main Article Content

Abstract

Article Details

Most read articles by the same author(s)

Downloads

Metrics