1‐Formyladamantane reacts with some amino derivatives to give I, II, III and IV. 3‐Substiluted 2‐adamantyl‐4‐thiazolidinones (V), (VI) and (VII) were obtained by reacting the above compounds with mercaptoacetic acid. Their structure was established by ir, pmr and mass spectroscopy. All compounds synthesized inhibit the growth of gram‐negative and gram‐positive bacteria and fungi.
The long‐range coupling through the sulphur atom observed in a number of 2‐aryl‐3‐(2‐pyridyl)‐4‐thiazolidinones suggests that the C2 proton and one of methylene protons are in a cis 1,3 diequatorial relationship. Some additional information concerning the preferred orientations of the substituents in this system are given from Eu(fod)3, [tris(1,1,1,2,2,3,3‐heptafluoro‐7,7‐dimethyloctane‐4,6‐dionato)]europium, induced shift data.
Durch Reaktion entsprechender Diamine mit Adamantancarbonsäurechlorid werden die Diamide (I) erhalten, sie haben keine signifikante antileukämische Wirkung.
2,3‐Substituted 5‐methyl‐4‐thiazolidinones (1) and 3‐substituted 5‐methyl‐2,4‐thiazolidine‐diones (II) were prepared by reacting some carbodiimides with α‐mercaptopropionic acid, with the purpose of obtaining potentially chemotherapeutic agents. It is noteworthy that 3‐cyclohexyl‐5‐methyl‐2,4‐thiazolidinedione (IId) was obtained in three different crystalline structures. Some secondary compounds were also obtained: the N,N‐disubstituted ureas (III) and thioureas (IV) in all cases, the dianilides (V) and the tri‐substituted guanidines (VI) from the arylcarbodiimides, and the dithiolactide (VII) from the isopropyl‐ and cyclohexylcarbodiimides.
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