Fused Pyrimidines. Part II: Synthesis and Antimicrobial activity of Some Furo[3,2-e]imidazo[1,2-c]pyrimidines and Furo[2,3-d]pyrimidines

Abstract

2-Amino-4,5-diphenylfuran-3-carbonitrile (2) reacted with N-[bis(methylthio)methylene]glycine ethyl ester (1) to afford a double cyclized product 5-methylthio-8,9-diphenylfuro[3,2-e]imidazo[1,2-c]pyrimidin-2(3H)-one (3).Compound 2 also reacts with benzonitrile to give 4-amino-2,5,6-triphenylfuro[2,3-d]pyrimidine (4).Treatment of 2 with HCONH 2 , under reflux, afforded 4-amino-5,6-diphenylfuro[2,3-d]pyrimidine (5) which was then allowed to react with chloroacetaldehyde to give 8,9-diphenylfuro[3,2-e]imidazo[1,2-c]pyrimidine (6).Reaction of 2 with HCOOH gave 5,6-diphenylfuro [2,3-d]pyrimidin-4(3H)-one (7) which was then converted to its tosyl derivative (8).The antimicrobial activity of the synthesized compounds 2-8 was tested.