Synthesis and antimicrobial activity of a new class of methyleneamine-linked bis-heterocycles

• Published in: Journal of heterocyclic chemistry Vol. 48; no. 5; pp. 1175 - 1180
• Main Authors: Reddy, A. Babul, Hymavathi, R. V., Chandrasekhar, T., Naveen, M., Swamy, G. Narayana
• Format: Journal Article
• Language: English
• Published: Hoboken, USA John Wiley & Sons, Inc 01.09.2011; Wiley
• Subjects: Chemistry; Chemistry, Organic; Physical Sciences; Science & Technology; ANTIBACTERIAL; TERMINAL ALKYNES; AZIDES
• ISSN: 0022-152X; 1943-5193
• DOI: 10.1002/jhet.638

A new class of methyleneamine‐linked bis‐heterocycles that exhibit antimicrobial activity was synthesized. Bromination of 1 followed by condensation with thiourea gave 3. The reaction of 3 with propargyl bromide in dry toluene under inert atmosphere led to the formation of 4. Its subsequent reaction with different aromatic azides 5 using CuSO4.5H2O‐sodiumascorbate system in a 2:1 mixture of water and tert‐butylalcohol yielded the title compounds 6a, 6b, 6c, 6d, 6e, 6f, 6g, 6h, 6i, 6j in good yields. The identities of these compounds were confirmed following elemental analysis, IR, 1H, 13C NMR, and mass spectral studies. All the title compounds exhibited pronounced in vitro antibacterial and antifungal activities. J. Heterocyclic Chem., (2011).