2012
DOI: 10.1016/j.crci.2012.05.023
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Synthesis, characterization and microbiocidal studies of novel ionic liquid tagged Schiff bases

Abstract: The synthesis of novel imidazolium ionic liquid, tagged Schiff, has been described. The synthesis was achieved in three steps from 2,4-dihydroxybenzaldehyde by selective alkylation with 1,3-dibromopropane, followed by reaction with 1-methylimidazole and Schiff base formation with aromatic amines. The compounds were evaluated for antibacterial and antifungal activities. The ionic liquid tagged Schiff base 4a showed the inhibition of both Gram positive and Gram negative bacteria. It also showed broad spectrum an… Show more

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Cited by 27 publications
(17 citation statements)
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“…It appeared that ILs were more toxic to B. subtilis (Gram + bacteria), which was inhibited by [Cho][Gln] and [Cho][Met], than to E. coli (Gram—bacteria). Other research [ 69 , 70 , 71 ] has also confirmed that Gram-positive bacteria are more susceptible to ILs as compared to the Gram-negative due to different interactions of ILs with the peptidoglycan and lipid components of the cell wall.…”
Section: Toxicity Against Microorganismsmentioning
confidence: 79%
“…It appeared that ILs were more toxic to B. subtilis (Gram + bacteria), which was inhibited by [Cho][Gln] and [Cho][Met], than to E. coli (Gram—bacteria). Other research [ 69 , 70 , 71 ] has also confirmed that Gram-positive bacteria are more susceptible to ILs as compared to the Gram-negative due to different interactions of ILs with the peptidoglycan and lipid components of the cell wall.…”
Section: Toxicity Against Microorganismsmentioning
confidence: 79%
“…In the solid state IR spectrum of the Azo imidazole derivatives (L1-L4), appearance of bands in the IR spectra of L1-L4 in the range 1620–1647 cm −1 can be assigned to the stretching vibration of azomethine linkage ν(- C = N ) [64, 66] . Astrong band at 33,100–3436 cm −1 can be assigned to stretching frequency of OH group, ν(OH) group [67] . A band appearing in the range 1593–1616 cm-1 in the IR spectra of L1-L4 derivatives can be assigned to ν( C = C ) stretching frequency.…”
Section: Resultsmentioning
confidence: 99%
“…Red solid. Yield: 64%, (IR, KBr cm −1 ); 3200–3428 (O—H), 1645 ( C = N ), 1608 ( C = C ), 1548, 1511 ( N = N ), 1384, 1258 (C—O), 1170, 970 ( N = N , bending); 840 (PF 6 ) 1 H NMR (300 MHz, d 6 -DMSO, ppm): δ 3.70 (s, 3H, NCH 3 ), 2.35 (s,3H, CH 3 ), 3.96 (s, 3H, OCH 3 ), 4.56 (t, 2H, N—CH 2 J 1 =5.4 Hz, J 2 =5.40 Hz), 4.04 (t, 2H, N—CH 2 , J 1 =5.7 Hz, J 2 =5.10 Hz), 7.66 (s, 1H, NCH), 7.76 (s, 1H, NCH), 9.17 (s, 1H, N(H) CN), 8.61 (s, 1H, HC N ), 13.4 (s, 1H, broad, OH), 7.29–7.83 (m, 6H, Ar-H)) [ [46] , [47] , [59] , [60] ]. Anal.…”
Section: Methodsmentioning
confidence: 99%