Premium
Synthesis, Characterization, and In Vitro Antimicrobial Activity of Methyleneamine‐Linked Bis‐heterocycles
Author(s) -
Babulreddy A.,
Hymavathi R. V.,
Hussain Md. Manzoor,
Narayana Swamy G.
Publication year - 2013
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.1674
Subject(s) - chemistry , thiourea , antimicrobial , nitrile , propargyl alcohol , toluene , bromide , carbon 13 nmr , organic chemistry , inert gas , halogenation , propargyl bromide , proton nmr , medicinal chemistry , elemental analysis , alcohol , catalysis
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 nitrile oxides using CuSO 4 .5H 2 O–sodiumascorbate system in a 2:1 mixture of water and tert ‐butyl alcohol yielded the title compounds 6a , 6b , 6c , 6d , 6e , 6f , 6g , 6h , 6i , 6j , 6k , 6l 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.