Chemistry Department, Faculty of Science,Sohag University, Sohag, Egypt.
10.18576/jpac/030205
Abstract
2,2'-(1,3,4-oxadiazole-2,5-diyl)diacetonitrile 2 has been prepared expeditiously from 2-cyano-N’-(2-cyanoacetyl)acetohydrazide1. Reaction of 2,2'-(1,3,4-oxadiazole-2,5-diyl)diacetonitrile 2 with aromatic aldehydes under mild alkaline conditions afforded the corresponding condensation products 3a-d, which in turn allowed to react with hydrazine, phenylhydrazine or hydroxylamine to give pyrazole and iosxazole derivatives (4-6)a-d. Also compound 3a-d was reacted with acetylacetone or ethyl acetoacetate to give pyran derivatives (7,8)a-d. Condensation of compound 2 with cyclopentanone afforded compound 9 which was reacted with acetylacetone or ethyl acetoacetate to give the corresponding spiropyran derivatives 10 and 11 respectively. The one-pot reaction of compound 2 with carbon disulfide or phenylisocyanate and ethyl chloroacetate under phase transfer catalysis conditions afforded the corresponding thiophene derivatives 12 and 13 respectively. Finally, the reaction of compound 2 with ethylcyanoacetate was studied carefully under non-catalytic and catalytic conditions where compounds 14-16 were obtained respectively. The antimicrobial activity of the obtained compounds was examined. The obtained products were characterised by their elemental and spectral data.
A. A. Mohamed, M., M. El-Hady, O., & M. El-Sayed, A. (2016). Utility of CyanoaceticAcid Hydrazide in Organic Synthesis: Synthesis and Characterization of Some Novel Heterocycles bearing 1,3,4-Oxadiazole Moeity. Journal of Pharmaceutical and Applied Chemistry, 2(1), 60-68. doi: 10.18576/jpac/030205
MLA
Mounir A. A. Mohamed; Omar M. El-Hady; Ahmed M. El-Sayed. "Utility of CyanoaceticAcid Hydrazide in Organic Synthesis: Synthesis and Characterization of Some Novel Heterocycles bearing 1,3,4-Oxadiazole Moeity". Journal of Pharmaceutical and Applied Chemistry, 2, 1, 2016, 60-68. doi: 10.18576/jpac/030205
HARVARD
A. A. Mohamed, M., M. El-Hady, O., M. El-Sayed, A. (2016). 'Utility of CyanoaceticAcid Hydrazide in Organic Synthesis: Synthesis and Characterization of Some Novel Heterocycles bearing 1,3,4-Oxadiazole Moeity', Journal of Pharmaceutical and Applied Chemistry, 2(1), pp. 60-68. doi: 10.18576/jpac/030205
VANCOUVER
A. A. Mohamed, M., M. El-Hady, O., M. El-Sayed, A. Utility of CyanoaceticAcid Hydrazide in Organic Synthesis: Synthesis and Characterization of Some Novel Heterocycles bearing 1,3,4-Oxadiazole Moeity. Journal of Pharmaceutical and Applied Chemistry, 2016; 2(1): 60-68. doi: 10.18576/jpac/030205
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