Synthesis of Aminomethoxy Derivatives of 1-(Butylsulfanyl)alkanes

Resumo

Three-component Mannich-type condensation of equimolar amounts of 1-(butylsulfanyl)alkan-2-ols, formaldehyde, and secondary aliphatic and heterocyclic amines at 45–50°C (3–4 h) afforded 65–82% of previously unknown aminomethoxy derivatives which were characterized by elemental analyses and IR, ¹H and ¹³C NMR, and mass spectra. Some of the synthesized compounds were tested for antimicrobial activity against gram negative, gram positive, and spore-bearing bacteria and yeast-like fungi; they showed a higher activity than commonly used antibacterial agents. Compounds containing cyclic amine fragments were more active than those obtained from aliphatic amines. The tested compounds were recommended for use as antimicrobial agents.