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synthesis and antimicrobial activity of some new pyrazole, fused pyrazolo[3,4-d]-pyrimidine and pyrazolo[4,3-e][1,2,4]- triazolo[1,5-c]pyrimidine derivatives一些新的吡唑的合成及抗菌活性,融合pyrazolo[3,4 - d]嘧啶和pyrazolo[4,3 e][1、2、4]- triazolo[1 5 c]嘧啶衍生品.pdf

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Molecules 2008, 13, 1501-1517; DOI: 10.3390/molecule OPEN ACCESS molecules ISSN 1420-3049 /molecules Article Synthesis and Antimicrobial Activity of Some New Pyrazole, Fused Pyrazolo[3,4-d]-pyrimidine and Pyrazolo[4,3-e][1,2,4]- triazolo[1,5-c]pyrimidine Derivatives Nada M. Abunada 1,*, Hamdi M. Hassaneen 2, Nadia G. Kandile 3 and Omar A. Miqdad 1 1 Department of Chemistry, Faculty of Applied Sciences, Al-Aqsa University, 76888 Gaza, Palestine; E-mail: miqdadomar@ (O. A. Miqdad) 2 Department of Chemistry, Faculty of Science, Cairo University, Egypt; E-mail: hamdi_251@ (H. M. Hassaneen) 3 Department of Chemistry, University College for Women, Ain Shams University, Heliopolis, Cairo, Egypt; E-mail: nadiaghk@ (N. G. Kandile) *Author to whom correspondence should be addressed; E-mail: nadanadannrs@ Received: 4 May 2008; in revised form: 21 July 2008 / Accepted: 22 July 2008 / Published: 29 July 2008 Abstract: Hydrazonyl bromides 2a,b reacted with active methylene compounds (dibenzoylmethane, acetylacetone, ethyl acetoacetate, phenacyl cyanide, acetoacetanilide, ethyl cyanoacetate, cyanoacetamide and malononitrile) to afford the corresponding 1,3,4,5- tetrasubstituted pyrazole derivatives 5-12a,b. Reaction of 12a,b with formamide, formic acid and triethyl orthoformate give the pyrazolo[3,4-d]pyrimidine, pyrazolo[3,4- d]pyrimidin-4(3H)one and 5-ethoxymethylene-aminopyrazole-4-carbo-nitrile derivatives 13-15a,b, respectively. Compounds 15a,b reacted with benzhydraz
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