Synthesis and Antimicrobial Activity of Cyclohexane-Containing Mannich Bases Derived from Secondary Amines

• Published in: Russian journal of organic chemistry Vol. 58; no. 10; pp. 1423 - 1428
• Main Authors: Mammadbayli, E. H., Ismayilova, S. V., Hajiyeva, G. A., Jafarova, N. A., Suleymanova, E. I.
• Format: Journal Article
• Language: English
• Published: Moscow Pleiades Publishing 01.10.2022; Springer Nature; Springer Nature B.V
• Subjects: Amines; Antiinfectives and antibacterials; Benzene; Chemistry; Chemistry and Materials Science; Chemistry, Organic; Cyclohexane; E coli; Mass spectra; NMR; Nuclear magnetic resonance; Organic Chemistry; Physical properties; Physical Sciences; Piperidine; Science & Technology; Synthesis; cyclohexanol; secondary amines; Mannich bases; antimicrobial activity
• ISSN: 1070-4280; 1608-3393
• DOI: 10.1134/S1070428022100062

New Mannich bases were synthesized from cyclohexanol, formaldehyde, and secondary amines such as piperidine, morpholine, azepane, diethylamine, dipropylamine, dibutylamine, and dihexylamine. The reactions were carried out with equimolar amounts of the reactants in benzene at 78–80°C for 4–5 h, and the yields ranged from 63 to 80%. The synthesized compounds were characterized by physical constants, IR, 1 H and 13 C NMR, and mass spectra, and elemental analyses. Their antimicrobial activity was evaluated against gram-positive and gram-negative bacteria ( S. aureus , E. coli , P. aeruginosa , K. pneumoniae ) and yeast-like fungus of the genus Candida . The results of antimicrobial screening made it possible to recommend the obtained Mannich bases for the design of new antimicrobial agents.