Chalcones have been reported to present various biological activities such as anti-inflammatory, antioxidant, antitubercular, antibacterial activities. It is a basic moiety of many heterocyclic systems containing oxygen, sulphur and nitrogen. Nitrogen containing heterocyclic derivatives synthesized from Chalcones have exhibited anti-inflammatory, anticancer and antimicrobial activities. An attempt has been made to synthesize Chalcones by the reaction of 3-acetyl-2,5-dimethylfuran with various aromatic and heteroaromatic aldehydes. Further, Chalcones derivatives were cyclised to pyrimidine analogs by using guanidine hydrochloride. The newly synthesized pyrimidine derivatives have been characterized by IR, 1HNMR, 13CNMR, Mass spectra and elemental analysis and evaluated for their anti-inflammatory, anticancer, antifungal and antibacterial activities. It was found that 2-amino pyrimidine analog bearing 4-chloro substitution on phenyl ring has exhibited excellent anticancer activity at lowest concentration in the series moreover it has also exhibited good anti-inflammatory and antibacterial activities