Chalcone is an aromatic ketone and enone that form the central core for a variety of important biological compounds which are also known as chalconoids. The parent member of this chalcone series is Benzylideneacetophenone.
Chalconoids are also known as chalcones and they are natural phenols related to chalcone. Chalcones are aromatic ketones with two phenyls rings or they are α,β-unsaturated carbonyl compounds which plays a very important role for the synthesis of many biological compounds. These α,β-unsaturated ketones are very reactive and due to their presence in the chalcones, they are responsible for the antimicrobial activity.
General structure of chalcone:
Where Ar1 and Ar2 represents the aromatic heterocyclic rings.
Benzimidazole chalcones are considered as the most important key intermediate for the development of various biological active compounds with some interesting pharmacological profile such as anticancer, anti-HIV and antimicrobial activities [1].
Benzimidazole is a bicyclic heterocyclic aromatic organic compounds having imidazole ring containing two nitrogen atoms at non adjacent position which is fused to benzene. Benzimidazole are an important pharmacophore that are biologically active and of significant importance in medicinal chemistry
Heterocyclic and their derivatives have attracted the attention of chemists, mainly because of broad spectrum of pharmacological activities associated with the compounds having nitrogen, sulphur, oxygen. Similarly Benzimidazole ring system represents an important class of compounds not only for theoretical interest but also for their anti-inflammatory, osteoporosis, antagonists an...
... middle of paper ...
...was added drop wise and the reaction mixture allowed to stir for 10min at the same temperature and then heated to 70oC for 3hours. The reaction mixture was then cooled to room temperature and basified with cold and saturated potassium carbonate, when a solid (brown color) precipitated out. The precipitate was filtered, washed with cold water (20 ml) to obtain the colored product.
Synthesis of Carbaldehyde containing chalcones: Take 10mmol of 1-(1H-Benzoimidazole-2-yl)-3-pyridine-2-yl-propenone in 10 ml ethanol and add 10mmol of phenyl hydrazine into it. Now add 2ml of glacial acetic acid and reflux it for 4-5 hours. After refluxing, the progress of reaction is checked by the use of TLC. Now, the reaction mixture is poured into crushed ice and kept it overnight at room temperature, filter the product and collect the yield.