A convenient method for the synthesis of new pyrimidine analogues of chalcones by condensation of 5-acetyl-1,3-diaryl-1,2,3,4-tetrahydro-6-hydroxy-4-oxo-2-thioxopyrimidines with aromatic aldehydes in aqueous methanolic potassium hydroxide (method A) and by condensation of 1,3-diaryl-2-thiobarbituric acids with cinnamoyl chlorides in presence of triethylamine (method B) is reported which on subsequent oxidative cyclization afforded 1,3,7-triaryl-1,2,3,4-tetrahydro-4,5-dioxo-2-thioxo-5H-pyrano[2,3-d]pyrimidines which were evaluated for their antimicrobial activity.
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