A. R. Saundane, Manjunatha Yarlakatti, Prabhaker Walmik
Apr 14, 2012
Citations
0
Influential Citations
31
Citations
Journal
Journal of Chemical Sciences
Abstract
AbstractVarious 2-amino-N′-{3-(2′,5′-disubstituted-1H-indol-3′-yl)methylene}-4,5-dimethylthieno-3- carbohydrazides (3) synthesized by condensation of 2-amino-4,5-dimethyl thiophene-3-carbohydrazide (2) with 2,5- disubstituded indole-3-carboxaldehyde (1). The Schiff’s base (3) on cyclocondensation with acetic anhydride and triethyl orthoformate afforded thienopyrimidine analogues (4) and (7), respectively. Compounds 4 or 7 on cyclization with thioglycolic acid and chloroacetyl chloride gave thiazolidin-4-ones (5) or (8) and azitidin-2-ones (6) or (9) respectively. The structures of these newly synthesized compounds have been established on the basis of their spectral data and elemental analysis. Some of the compounds exhibited promising antioxidant and antimicrobial activities. Graphical AbstractSeveral 2-substituted-5,6-diimethyl-3-[2-(2’-phenyl-5’-substituted 1H-indol-3’-yl)-4-oxothiazolidin-3-yl]thieno[2,3-d]pyrimidin-4(3H)-ones (5 a-c and 8 a-c) and 2-substituted-5,6-dimethyl-3-[3-chloro-2-(2’-phenyl-5’-substituted 1H-indol-3’-yl)-4-oxoazetidin-1-yl]-thieno[2,3-d]pyrimidin-4(3H)-ones (6 a-c and 9 a-c) were prepared and characterized by spectral studies and elemental analysis. These compounds were screened for antioxidant and antimicrobial activities.