Synthesis and biological activity of 4-thiazolidone-3-acetic acids derivatives
Abstract
There was proposed synthesis method of hard-to-reach 5-alkylidene-4-thiazolidone-3-acetic acids, based oil Knovenagel condensation in different modifications. The latter depends on methylene group reactivity of starting 4-thiazolidone derivative. We showed that the optimal synthesis methods of 5-unsubstituted and 5-alkylidene-4-thiazolidone-3-acetic acids amides are acylation reactions of amines by starting acids in the presence of DCC or alkylation of 2,4-thiazolidinediones potassium salts by chloroacetoamides. 2,4-Thiazolidone-3-acetic acid easily reacts with l-amino-2-mercapto-1,3.4-triazoles in the medium of POCl3, yielding [1,2,4]-triazolo[3,4-b][1,3,4]-thiadiazoles with 2,4-thiazolidinedione moiety in molecules. «Hit-compounds» with antimycobacterial and antitumor activities in vitro were selected.
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