Synthesis and biological activity of some benzofuro[3,2-d]pyrimidines

Abstract

The condensation of ethyl 3-amino-2-benzofuran carboxylate (1) with phenyl isocyanate gave 3-phenylureido-2-benzofuran carboxylate (2), which upon treatment with phosphorus oxychloride gave 2-chloro-3-phenyl-3,4-dihydro-4-oxobenzofuro[3,2-d]pyrimidine (4). The reaction of 4 with alicyclic amines like piperidine and morpholine yielded 2-piperidino/morpholino compounds (5a and 5b, respectively). 2-Hydrazino-3-phenyl-3,4-dihydro-4-oxobenzofuro[3,-d]pyrimidine (6) obtained from 4 was subjected to reactions with different reagents. All compounds were screened for their antibacterial and antifungal activities.