Synthesis and antimicrobial activity of new 2,10-dichloro-6-phenylaminobenzyl-dibenzo[d,g][1,3,6,2]dioxathiaphosphocin 6-oxides

摘要

A series of novel 2,10-dichloro-6-phenylaminobenzyldibenzo[d,g][1,3,6,2]dioxa-thiaphosphocin 6-oxides were synthesized in two steps. In the first step, 5,5'-dichloro-2,2'-dihydroxydiphenyl sulphide 1 was reacted with phosphorus tribromide in the presence of triethylamine in dry toluene at room temperature to yield an intermediate, phosphorobromodite 2. In the second step, 2 was treated in situ with aromatic aldehydes 3 and aromatic amines 4 in toluene at refluxing temperature yielded the title compounds 5a-h. Their structures were established by analytical, IR, NMR (H-1, C-13 and P-31) and mass spectra. Compounds 5a-h have been screened for their antimicrobial activity. They exhibited significant antibacterial and antifungal activity.