European Journal of Chemistry 2011, 2(1), 65-69. doi:10.5155/eurjchem.2.1.65-69.303

Synthesis and antifungal activity of some new pyrido[2,3-d]pyrimidines


Fatin Ismail Hanafy (1,*)

(1) Department of Chemistry, Faculty of Education, Ain Shams University, Roxy, Cairo, EG-11711, Egypt
(*) Corresponding Author

Received: 05 Nov 2010, Accepted: 22 Dec 2010, Published: 28 Mar 2011

Abstract


Some new pyrido[2,3-d]pyrimidine derivatives (3a-c) were synthesized from 2-amino-5-cyano-6-methoxy-4-(4-methoxyphenyl)pyridine-3-carboxamide. 7-methoxy-5-(4-methoxy phenyl)-4-oxo-2-phenyl-3,4-dihydropyrido[2,3-d]pyrimidine-6-carbonitrile (3b) and 7-met-hoxy-5-(4-methoxyphenyl)-4-oxo-3,4-dihydropyrido[2,3-d]pyrimidine-6-carbonitrile (3c) are used in synthesizing 7a,b, then 8a,b. 7-methoxy-5-(4-methoxyphenyl)-2-methyl-4-oxo-3,4-dihydropyrido[2,3-d]pyrimidine-6-carbonitrile (3a) and 4-hydrazinyl-7-methoxy-5-(4-methoxyphenyl)pyrido[2,3-d]pyrimidine-6-carbonitrile (8b) were condensed with different carbonyl compounds to produce compounds 4, 5, 6 and 9, 10, 11, 12. 3-Methoxy-1-(4-methoxyphenyl)-6-phenyl-7-hydropyridino[2,3-d]1,2,3,4-tetrazolo[1,5-e]pyrimidine-2-carbo-nitrile (13) was synthesized from 8a or 7a. Condensation of 8b with acetophenone to yield 14, which on further reaction gave 15 then 16. 4-Hydrazinyl-7-methoxy-5-(4-methoxyphenyl)-2-phenylpyrido[2,3-d]pyrimidine-6-carbonitrile (8a) also condensed with 4-amino antipyrine giving 17 then 18. Structures of these compounds have been deduced upon the basis of elemental analysis and spectral data. Significant antifungal activities were observed for some of the synthesized compounds.

2_1_65_69_800


Keywords


Pyrido[2,3-d]pyrimidine; Fusion; Condensation; Active methyl group; Oxidative cyclization; Antifungal activity

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DOI: 10.5155/eurjchem.2.1.65-69.303

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Citations

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[1]. Yasser H. Zaki, Sobhi M. Gomha, Amany M. G. Mohamed
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[2]. A. Thomann, J. Zapp, M. Hutter, M. Empting, R. W. Hartmann
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[3]. Samir Kamel Elsaedany, Mohamed AbdEllatif Zein, Elsayed Mohmoud AbedelRehim, Reda Mohammed Keshk
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How to cite


Hanafy, F. Eur. J. Chem. 2011, 2(1), 65-69. doi:10.5155/eurjchem.2.1.65-69.303
Hanafy, F. Synthesis and antifungal activity of some new pyrido[2,3-d]pyrimidines. Eur. J. Chem. 2011, 2(1), 65-69. doi:10.5155/eurjchem.2.1.65-69.303
Hanafy, F. (2011). Synthesis and antifungal activity of some new pyrido[2,3-d]pyrimidines. European Journal of Chemistry, 2(1), 65-69. doi:10.5155/eurjchem.2.1.65-69.303
Hanafy, Fatin. "Synthesis and antifungal activity of some new pyrido[2,3-d]pyrimidines." European Journal of Chemistry [Online], 2.1 (2011): 65-69. Web. 21 Oct. 2019
Hanafy, Fatin. "Synthesis and antifungal activity of some new pyrido[2,3-d]pyrimidines" European Journal of Chemistry [Online], Volume 2 Number 1 (28 March 2011)

DOI Link: https://doi.org/10.5155/eurjchem.2.1.65-69.303

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