Two different series of benzothienopyridines and benzothienopyrimidines were synthesized in good yields and their structures were established by spectroscopic characterization. Free radical scavenging effects of synthesized compounds were also evaluated experimentally against DPPH and ABTS radicals. In the series; 2-amino-benzo[b]thiophene-3-carboxamide 2 and 2-pyridine-2-phenyl-,5,6,7,8,9-hexahydro- benzo[4,5]thieno[2,3-d]pyrimidin-4- ylamine 6d are showed the highest radical scavenging activity against both radicals and their radical scavenging effects were comparable to the reference standard Trolox.