Organic Selenium Compounds. Part II. Synthesis and Antibacterial Activity of Some New Symmetrical Diarylselenides Containing Thiazolyl, Thiazolidin-4-Onyl, Azetidin-2-Onyl, Triazolin-1-YL and Glycyl Moieties
2015
4,4'-Dimonochloroacetyl diphenylselenide (2) was prepared as a new precursor for the title studies by chloroaceylation of diphenylselenide (1). 2 Interacts with thiourea to afford 4,4'-di(2”-aminothiazol-4”-yl) diphenyl selenide (3). Condensation of 3 with aromatic aldehydes in the presence of a catalytic amount of dry piperidine furnished aldimines (4).Interaction of 4 with mercaptoacetic acid afforded 4,4'-di(2”-(2'”-substituted phenyl-3'”-thiazolo-4'”-thiazolidinon)-3'”-yl) diphenylselenides (6). Schiff bases 4 interact with mono chloroacetyl chloride in dry dioxane and triethylamine produced 4,4'-di(2”-(4'”-substituted phenyl-3'”-chloro-2'”-azetidinon-1'”-thiazolo)-1'”-yl) diphenylselenides (8). 1,3-Dipolar cyclonucleophilic addition of diazomethane to certain of 4 gave 4,4'-di(2”-(5'”-substituted phenyl-Δ2-1'”,2'”,3'”,-triazoline thiazolo)-1'”-yl) diphenylselenides (10). 2 Interacts with secondary heteroalicylic amines to afford 4,4'-diglycyl diphenylselenides (11). The structures of the synthesized ...
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