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; Abdelgawad Ali Fahmi; Karema Noury Mahmoud Halim

doi:10.5155/eurjchem.2.3.317-323.420

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Published: Sep 30, 2011

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

Keywords:

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

Section

Research Article

Issue

Vol. 2 No. 3 (2011): September 2011

Dates

Received 2011-03-19
Accepted 2011-05-02
Published 2011-09-30

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

Karema Noury Mahmoud Halim

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

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

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Abdelhamid, A. O.; Fahmi, A. A.; Halim, K. N. M. 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, 317-323.

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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

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