European Journal of Chemistry 2012, 3(2), 129-137. doi:10.5155/eurjchem.3.2.129-137.579

Convenient synthesis of some new pyrazolo[5,1-c]triazines, isoxazolo[3,4-d] pyrimidine and pyridine derivatives containing benzofuran moiety


Abdou Osman Abdelhamid (1,*) , Abdelgawad Ali Fahmi (2) , Amna Ali Mohamed Alsheflo (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: 26 Dec 2011, Accepted: 04 Feb 2012, Published: 30 Jun 2012

Abstract


Pyrazolo[5,1-c][1,2,4]triazine, [1,2,4]triazolo[3,4-c][1,2,4]triazine, benzo[4,5]-imidazo[2,1-c][1,2,4]triazine, isoxazole, isoxazolo[3,4-d]pyridazine, pyrazole, pyridine, substituted urea and phenyl carbamate derivatives containing benzofuran moiety were synthesized via reaction of sodium salt of 5-hydroxy-l-benzofuran-2-ylpropenone or 1-(benzofuran-2-yl)-3-(dimethylamino)prop-2-en-1-one with diazotized heterocyclic amines, hydroximoyl chlorides and active methylene compounds. The structures of all the newly synthesized compounds were confirmed by elemental analyses, spectral data, and alternative synthetic routes, whenever possible.

3_2_129_137_800


Keywords


Triazines; Pyridines; Pyrazoles; Isoxazoles; Hydrazones; Benzoimidazo[2,1-c][1,2,4]triazine

Full Text:

PDF /    /


DOI: 10.5155/eurjchem.3.2.129-137.579

Article Metrics


This Abstract was viewed 2269 times | PDF Article downloaded 532 times

Citations

/


[1]. Ameen A. Abu-Hashem, Hoda A. R. Hussein, Ahmed S. Aly, Moustafa A. Gouda
Reactivity of Benzofuran Derivatives
Synthetic Communications  44(20), 2899, 2014
DOI: 10.1080/00397911.2014.907425
/


[2]. 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  3(4), 455, 2012
DOI: 10.5155/eurjchem.3.4.455-460.683
/


[3]. 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
/


[4]. Aisha Y. Hassan, Marwa T. Sarg, Ashraf H. Bayoumi, Moshira A. El-Deeb
Synthesis and Anticancer Evaluation of Some Novel 5-Amino[1,2,4]Triazole Derivatives
Journal of Heterocyclic Chemistry  55(6), 1450, 2018
DOI: 10.1002/jhet.3184
/


[5]. I. V. Ledenyova, V. V. Didenko, Kh. S. Shikhaliev
Chemistry of Pyrazole-3(5)-Diazonium Salts (Review)*
Chemistry of Heterocyclic Compounds  50(9), 1214, 2014
DOI: 10.1007/s10593-014-1585-1
/


References

[1]. Rao, D. R.; Raychaudhuri, S. P.; Verma, V. S. Int. J. Tropical Plant Dis. 1994, 12, 177-185.

[2]. Hinshaw, B. C; Lconoudakis, O.; Townsend, L. B. Abstracts 112d National Meeting of the American Chemical Society, D. C. Washington. Sept. No MEDI-15, 1971.

[3]. Ito, I. Japanese Patent 70301011971; Chem. Abstr. 1974, 22827, 1971.

[4]. Tseng, C. P. U. S. Pat. 1989, 4838925; Chem. Abstr. 1990, 112, 7508.

[5]. Sakane, K.; Kawabata, K.; Inamoto, Y. Eur. Pat. 1989, 332156; Chem. Abstr. 1990, 112, 216538.

[6]. Fujikawa, Y.; Suzuki, M.; Sakashita, M.; Tanaka, S.; Wakamatsu, M.; Miyasaka, S. Jpn. Kokai Tokkyo Koho JP 01, 221, 381 [89, 221, 381] (CI. C07D487/04) 1989; Chem. Abstr. 1990, 112, 158268j.

[7]. Tseng, S. S.; Brabander, J. H.; Epstein, W. J. U. S. Pat. 1990, 4963553; Chem. Abstr. 1991, 114, 228937.

[8]. Taylor, R. C.; Stauffer, F. H.; Tomezuk, B. E. U. S. Pat. 1992, 5114944; Chem. Abstr. 1992, 117, 90318.

[9]. Hibino, H.; Myamoto, Y.; Myajima, M.; Maeda, H. Jpn. Kokai Tokkyo Koho Jp 05, 213, 756 [93, 213, 756] (CI. A61K31/505); Chem. Abstr. 1993, 119, 256547p.

[10]. Allen, E. E.; Maccoss, M.; Chakravarty, P. K.; Patchett, A. A.; Greenlee, W. J.; Walsh, T. F. Eur. Pat. 1992, 490587; Chem. Abstr. 1992, 117, 151008.

[11]. Gatta, F.; Perotti, F.; Gradoni, L.; Gramiccia, M.; Orsini, S.; Palazzo, G.; Rossi, V. Eur. J. Med. Chem. 1990, 25, 419-424.
http://dx.doi.org/10.1016/0223-5234(90)90005-N

[12]. Ahmed, A. H.; Hozayen, W. H.; El-Gandour, A. H. H; Abdelhamid, A. O. J. Heterocycl. Chem. 2007, 44, 803-810.
http://dx.doi.org/10.1002/jhet.5570440408

[13]. Abdelhamid, A. O.; Sayed, A. R.; Zaki, Y. H. Phosphorus Sulfur Silicon Relat. Elem. 2007, 182, 1447-1457.
http://dx.doi.org/10.1080/10426500701242145

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

[15]. Abdelhamid, A. O.; El-Ghandour, A. H.; El-Reedy, A. A. M. J. Chin. Chem. Soc. 2008, 55, 406-413.

[16]. Abdelhamid, A. O.; Fahmi, A. A.; Halim, K. N. M. Eur. J. Chem. 2011, 2(3), 317-323.
http://dx.doi.org/10.5155/eurjchem.2.3.317-323.420

[17]. Keshk, E. M. Heteroatom Chem. 2004, 15, 85-91.
http://dx.doi.org/10.1002/hc.10219


How to cite


Abdelhamid, A.; Fahmi, A.; Alsheflo, A. Eur. J. Chem. 2012, 3(2), 129-137. doi:10.5155/eurjchem.3.2.129-137.579
Abdelhamid, A.; Fahmi, A.; Alsheflo, A. Convenient synthesis of some new pyrazolo[5,1-c]triazines, isoxazolo[3,4-d] pyrimidine and pyridine derivatives containing benzofuran moiety. Eur. J. Chem. 2012, 3(2), 129-137. doi:10.5155/eurjchem.3.2.129-137.579
Abdelhamid, A., Fahmi, A., & Alsheflo, A. (2012). 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), 129-137. doi:10.5155/eurjchem.3.2.129-137.579
Abdelhamid, Abdou, 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 [Online], 3.2 (2012): 129-137. Web. 22 Jan. 2019
Abdelhamid, Abdou, Fahmi, Abdelgawad, AND Alsheflo, Amna. "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 [Online], Volume 3 Number 2 (30 June 2012)

DOI Link: https://doi.org/10.5155/eurjchem.3.2.129-137.579

Refbacks

  • There are currently no refbacks.




Copyright (c)




© Copyright 2018  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 2018 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.