Synthesis and antimicrobial activity of 2,4,8,10,13-pentamethyl-6-substituted-13,14- dihydro-12H-6λ 5 -dibenzo(d,i) (1,3,7,2)dioxazaphosphecin-6-oxides, sulphides and selenides

Synthesis of novel 2,4,8,10,13-pentamethyl-6-substituted-13,14-dihydro-12H-6λ 5 -dibenzo[d,i][1,3,7,2]dioxazaphosphecin-6-oxides was accomplished by condensation of bis(2,4-dimethyl-2-hydroxybenzyl)methylamine with phosphorus-containing dichlorides in the presence of triethylamine at 40-50°C. Corresponding oxides, sulphides and selenides were prepared in a two-step process. Bis(2,4-dimethyl-2-hydroxybenzyl) methylamine was condensed with phenyldichlorophosphine and ethyldichlorophosphite to obtain the trivalent phosphorus intermediate compounds. In the second step, the latter compounds were treated with hydrogen peroxide, sulphur and selenium to obtain the corresponding oxides, sulphides and selenides, respectively. Their structures were established by elemental analysis, IRS, NMR ( 1 H, 13 C and 31 P) and mass spectral data. Their antimicrobial activity was also evaluated.