In this study a series of novel 4-substituted phenyl-(2-oxo-2H-chromen-3-yl) prop-2-en-1-ylidene pyrimidine derivatives have been synthesised by refluxing substituted 3-acetyl coumarin with barbituric/thiobarbituric acid and variety of substituted benzaldehyde in presences of 10 mol% CAN in ethanol with constant stirring for about 4-5 h. All the newly synthesised compounds were characterised by FTIR, 1H NMR, 13C NMR and mass spectrometry analysis and were screened for in vitro antimicrobial and antioxidant activity study.