V. Mulwad, Sagar A. Mayekar
Nov 1, 2007
Citations
0
Influential Citations
2
Citations
Journal
ChemInform
Abstract
The coupling reaction of the diazonium solution of the 6-aminocoumarins (la-c) with malononitrile affords the corresponding 2-[(4,7-dimethyl-2-oxo-2H-benzopyran-6-yl)-hydrazono]-malononitrile (2a-c) which on refluxing with morpholine and piperidine separately yields the corresponding 3-amino-2-(4,7-dimethyl-2-oxo-2H-benzopyran-6-ylazo)-3-morpholin-4-yl-acrylonitrile (3a-c) and 3-amino-2-(4,7-dimethyl-2-oxo-2H-benzopyran-6-ylazo)-3-piperidin-1-yl-acrylonitrile (3d-f) respectively. The enaminonitrile derivatives (3a-f) on heating with acetic anhydride give the corresponding 5-(4,7-dimethyl-2-oxo-2H-benzopyran-6-ylazo)-2-methyl-6-morpholin-4-yl-2,3-dihydro-3H-pyrimidin-4-one and 5-(4,7-dimethyl-2-oxo-2H-benzopyran-6-ylazo)-2-methyl-6-piperidin-1-yl-2,3-dihydro-3H-pyrimidin-4-one (4a-f). The structures of the compounds (2a-c), (3a-f) and (4a-f) have been established on the basis of spectral and analytical data. All the above compounds have been screened for their antimicrobial activities and arc found to possess significant antibacterial activities.