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N-(2-Adamantyl)-N’’-(5-arylhydrazono-6-methyl-4-oxopyrimidin-2-yl) guanidines (IIIa, b), 2-(2-adamantyl-amino)-4-amino-s-triazine (IVa) and its 6-chloromethyl derivative (IVb) were prepared by cyclization of 1-(2-admantyl) biguanide HCl (I) with ethyl 2-arylhydrazono-3-oxobutyrates (II), ethyl formate and ethyl chloroacetate, respectively. Where 1-(2-adamantyl)-3-(4, 5-dioxo-2-imidazolidinylidene) guanidine (V) was used as intermediate for the synthesis of amides (VIIa, b), hydrazide (VIII) and azomethine derivatives (IXa, b) of alkyl 2-(2-adamantyl-amino)-4-amino-s-triazine-6-carboxylates (VI a, b). The antimicrobial testing of the prepared compounds proved that compound IXb was the most active. It showed a marked bacteriostatic effect against Staphylococcus aureus and Bacillus subtilis.
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