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

✍ Scribed by A. Babul Reddy; R. V. Hymavathi; T. Chandrasekhar; M. Naveen; G. Narayana Swamy

Publisher: Journal of Heterocyclic Chemistry
Year: 2011
Tongue: English
Weight: 132 KB
Volume: 48
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.638

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✦ Synopsis

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 CuSO 4 .5H 2 O-sodiumascorbate system in a 2:1 mixture of water and tert-butylalcohol yielded the title compounds 6a-j in good yields. The identities of these compounds were confirmed following elemental analysis, IR, 1 H, 13 C NMR, and mass spectral studies. All the title compounds exhibited pronounced in vitro antibacterial and antifungal activities.

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