European Journal of Chemistry 2011, 2(3), 317-323 | doi: https://doi.org/10.5155/eurjchem.2.3.317-323.420 | Get rights and content






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

Reactions with hydrazonoyl halides 65: Synthesis of some new 1,3,4-thiadiazoles and triazolino[4,3-a]pyrimidines containing pyrazole moiety


Abdou Osman Abdelhamid (1,*) , Abdelgawad Ali Fahmi (2) , Karema Noury Mahmoud Halim (3)

(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
(*) Corresponding Author

Received: 19 Mar 2011 | Revised: 24 Apr 2011 | Accepted: 02 May 2011 | Published: 30 Sep 2011 | Issue Date: September 2011

Abstract


2,3-Dihydro-1,3,4-thiadiazoles, and triazolino[4,3-a]pyrimidines containing pyrazole moieties were prepared from the reaction of alkyl 2-[1-(4-cyano-1,5-diphenyl-1H-pyrazol-3-yl)ethylidene]hydrazinecarbodithioate and pyrimidine-2-thione derivatives with appropriate hydrazonoyl halides. The structures of all the newly synthesized compounds were confirmed by elemental analyses, spectral data, and alternative route of synthesis whenever possible.

2_3_317_323_800


Keywords


Pyrazoles; Nitrilimines; 1,3,4-Thiadiazoles; Hydrazonoyl halides; Pyrimidine-2-thione; Triazolino[4,3-a]pyrimidines

Full Text:

PDF /    /


DOI: 10.5155/eurjchem.2.3.317-323.420

Links for Article


| | | | |

| | | | | | |

Related Articles




Article Metrics

This Abstract was viewed 1026 times | PDF Article downloaded 306 times


Citations

/


[1]. Assia Sid, Nouara Ziani, Ouafa Demmen-Debbih, Mahieddine Mokhtari, Kaddour Lamara
Synthesis, characterization and antimicrobial evaluation of 1-((5,3-diaryl)-4,5-dihydro-1H-pyrazol-1-yl)propan-1-one
European Journal of Chemistry  4(3), 268, 2013
DOI: 10.5155/eurjchem.4.3.268-271.824
/


[2]. Abdou Osman Abdelhamid, Abdelgawad Ali Fahmi, Abeer Bahlol Ali
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
European Journal of Chemistry  2(4), 544, 2011
DOI: 10.5155/eurjchem.2.4.544-551.478
/


[3]. 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  3(3), 322, 2012
DOI: 10.5155/eurjchem.3.3.322-331.629
/


[4]. M. E. A. Khalifa, M. A. Amin, M. A. N. Mosselhi
Site selectivity in reactions of hydrazonoyl halides with heterocycles containing amino and thione groups leading to fused heterocycles of potential antimicrobial activity
Russian Journal of Bioorganic Chemistry  40(1), 106, 2014
DOI: 10.1134/S1068162014010075
/


[5]. 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  3(2), 129, 2012
DOI: 10.5155/eurjchem.3.2.129-137.579
/


References

[1]. Trost, B. M. Chem. Rev. 1978, 78, 363-382.
http://dx.doi.org/10.1021/cr60314a002

[2]. Ganellin, R. J. Med. Chem. 1981, 24, 913-920.
http://dx.doi.org/10.1021/jm00140a001
PMid:6120235

[3]. Dogan, H. N.; Rollas, S.; Erdeniz, H. Farmaco. 1998, 53, 462-467.
http://dx.doi.org/10.1016/S0014-827X(98)00049-4

[4]. Dogan, H. N.; Duran, A.; Rollas, S.; Sener, G.; Uysal, M. K.; Gulen, D. Bioorg. Med. Chem. 2002, 10, 2893-2898.
http://dx.doi.org/10.1016/S0968-0896(02)00143-8

[5]. Palaska, E.; Sahin, G.; Kelicen, P.; Durlu, N. T.; Altinok, G. Farmaco. 2002, 57, 101-107.
http://dx.doi.org/10.1016/S0014-827X(01)01176-4

[6]. Karakus, S.; Rollas, S. Farmaco. 2002, 57, 577-581.
http://dx.doi.org/10.1016/S0014-827X(02)01252-1

[7]. Terzioglu, N.; Gursoy. A. Eur. J. Med. Chem. 2003, 38, 781-786.
http://dx.doi.org/10.1016/S0223-5234(03)00138-7

[8]. Stetter, H.; Rauscher, E. Chem. Ber. 1960, 93, 2054-2057.
http://dx.doi.org/10.1002/cber.19600930922

[9]. Ryan, A. J.; Welling, P. G.; Wright, S. E. Food. Cosmet. Toxicol. 1969, 7(4), 287-295.
http://dx.doi.org/10.1016/S0015-6264(69)80364-0

[10]. Ebnother, A.; Jucker, E.; Lindenmann, A. Helv. Chim. Acta 1959, 42, 1201-1214.
http://dx.doi.org/10.1002/hlca.19590420415

[11]. Burger, A. Medicinal Chemistry, 2nd ed. Interscience, New York, 1945, pp. 345.

[12]. Kueffner, K.; Marx, P.; Laessig, W. Ger. Offen. DE 3, 217, 877 17 Nov 1983, pp. 53. Chem. Abstr., 100, 183105p (1984).

[13]. Abolin, A. G.; Balabanov E. I.; Bespalov, B. P.; Bukin, Y. I.; Rumyantsev, B. M.; Titov, V. V.; Yudina, G. I. Zh. Nauch. Prikl. Fotogr. 1981, 26, 182-193.

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

[15]. Abdelhamid, A. O.; Afifi, M. A. M. J. Adv. Res. 2010, 1, 137-144.
http://dx.doi.org/10.1016/j.jare.2010.03.005

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

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

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

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

[20]. Abdelhamid, A. O.; Ismail, Z. H.; Abdel-Gawad, S. M.; Ghorab, M. M.; Abdel-Aziem, A. Phosphorus, Sulfur, Silicon and Relat. Elem. 2009, 184, 58-75.
http://dx.doi.org/10.1080/10426500802077630

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

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

[23]. Abdelhamid, A. O.; Parkanyi, C.; Shawali, A. S.; Abdalla, M. A. J. Heterocycl. Chem. 1984, 21, 1049-1054.
http://dx.doi.org/10.1002/jhet.5570210425

[24]. Emam, H. A.; Abdelhamid, A. O. Phosphorus, Sulfur, Silicon and Relat. Elem. 1997, 131, 37-48.
http://dx.doi.org/10.1080/10426509708031594

[25]. Abdelhamid, A. O.; Emam, H. A.; Abdel-Reheem, N. A. J. Chem. Res. 1999, 532, 2323-2335.

[26]. Abdelhamid, A. O.; Abdelaziz, H. M. Phosphorus, Sulfur, Silicon and Relat. Elem. 2007, 182, 2791-2800.
http://dx.doi.org/10.1080/10426500701521548

How to cite


Abdelhamid, A.; Fahmi, A.; Halim, K. Eur. J. Chem. 2011, 2(3), 317-323. doi:10.5155/eurjchem.2.3.317-323.420
Abdelhamid, A.; Fahmi, A.; Halim, K. Reactions with hydrazonoyl halides 65: Synthesis of some new 1,3,4-thiadiazoles and triazolino[4,3-a]pyrimidines containing pyrazole moiety. Eur. J. Chem. 2011, 2(3), 317-323. doi:10.5155/eurjchem.2.3.317-323.420
Abdelhamid, A., Fahmi, A., & Halim, K. (2011). 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, 2(3), 317-323. doi:10.5155/eurjchem.2.3.317-323.420
Abdelhamid, Abdou, 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 [Online], 2.3 (2011): 317-323. Web. 20 Jan. 2020
Abdelhamid, Abdou, Fahmi, Abdelgawad, AND Halim, Karema. "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 [Online], Volume 2 Number 3 (30 September 2011)

DOI Link: https://doi.org/10.5155/eurjchem.2.3.317-323.420

| | | | |

| | | | | |

Save to Zotero Save to Mendeley

European Journal of Chemistry 2011, 2(3), 317-323 | doi: https://doi.org/10.5155/eurjchem.2.3.317-323.420 | Get rights and content

Refbacks

  • There are currently no refbacks.




Copyright (c)




© Copyright 2019  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 2019 Atlanta Publishing House LLC. All rights reserved. This site is owned and operated by Atlanta Publishing House LLC whose registered office is 4614 Lavista road, Tucker, GA, 30084, USA. Registered in USA.

hatay escort hatay escort corlu escort corum escort burgaz escort giresun escort aydin escort ordu escort erzincan escort hatay escort sivas escort rize escort edirne escort aksaray escort kibris escort isparta escort erzurum escort tekirdag escort usak escort urfa escort kastamonu escort kibris escort manisa escort giresun escort urfa escort nevsehir escort sivas escort yalova escort ordu escort hatay escort yalova escort amasya escort kayseri escort ordu escort maras escort canakkale escort yalova escort balikesir escort manisa escort urfa escort mugla escort trabzon escort bolu escort corlu escort diyarbakir escort isparta escort kutahya escort elazig escort erzurum escort sakarya escort afyon escort kutahya escort konya escort agri escort cesme escort sinop escort sivas escort konya escort kibris escort adapazari escort luleburgaz escort adana escort kibris escort rize escort sakarya escort alanya escort isparta escort burdur escort konya escort bitlis escort canakkale escort sivas escort amasya escort mus escort aydin escort van escort yalova escort kastamonu escort mardin escort bolu escort afyon escort sakarya escort isparta escort tokat escort trakya escort bayburt escort urfa escort mardin escort