%0 Journal Article
%T Reactivity of 3-Cyanoacetylindole Derivatives: Synthesisof 3-Hydrazonopyrazolyl and 3-Thiadiazolyl Indole Derivatives
%A Hamdi M. Hassaneen
%A Huwaida M. E. Hassaneen
%A Zakaria Ahmed Gomaa
%J International Journal of Organic Chemistry
%P 97-104
%@ 2161-4695
%D 2011
%I Scientific Research Publishing
%R 10.4236/ijoc.2011.13015
%X The coupling reaction of 3-cyanoacetyl-2-methylindole 1a with the aromatic diazonium salts gave the corresponding arylhydrazones <b>2a-e</b>. Compounds <b>2</b> were used for synthesis of 4-aminopyrazole-5-carbonitrile <b>4a-e</b> and 5-amino-4-arylazo-3-pyrazoles <b>5a-e</b> derivatives. Also, treatment of 3-cyanoacetyl-2-phenylindole <b>1b</b> with phenyl isothiocyanate gave the corresponding thioacetanilide <b>7</b>. The later compound <b>7</b> was utilized as the key intermediate for the synthesis of some new thiadiazole derivatives <b>9a-r</b>. The structures of all new compounds were elucidated on the basis of elemental analysis and spectral data.
%K 3-Methyl Indole
%K 3-Phenyl Indole
%K Phenyl Isothiocyanate
%K Cyanoacetic Acid
%U http://www.scirp.org/journal/PaperInformation.aspx?PaperID=7462