2012
DOI: 10.1007/s00044-012-9990-4
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Synthesis, characterization and antimicrobial screening of hybrid molecules containing benzimidazole-pyrazole and pyridine nucleus

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Cited by 24 publications
(8 citation statements)
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“…After workup and purification with column chromatography (20% EtOAc in hexane as eluent), compound 18c (1.05 g, 3.78 mmol) was obtained in 95% yield as yellow solids: 1 H-NMR (acetone- d 6 , 500 MHz) δ 3.90 (s, 3 H, OCH 3 ), 7.08 (d, J = 9.0 Hz, 2 H, 2 × ArCH), 7.35 (t, J = 7.5 Hz, 1 H, ArCH), 7.42 (t, J = 7.5 Hz, 1 H, ArCH), 7.68 (d, J = 8.5 Hz, 1 H, ArCH), 7.84 (d, J = 9.0 Hz, 2 H, 2 × ArCH), 7.87 (d, J = 8.0 Hz, 1 H, ArCH), 7.99 (d, J = 16 Hz, 1 H, COCH), 8.04 (d, J = 16 Hz, 1 H, PhCH); 13 C-NMR (acetone- d 6 , 125 MHz) δ 55.97, 113.59, 115.56, 120.09, 122.37, 124.08, 126.63, 128.45, 131.72, 135.76, 144.73, 145.21, 150.44, 163.29, 181.81; IR (neat) 3357 (s), 3192 (N–H, s), 2920 (s), 2850 (s), 2313 (w), 1756 (br), 1657 (C=O, s), 1634 (s), 1586 (C=N, m), 1514 (m), 1468 (m), 1421 (m), 1369 (w) 1322 (C–N, w) 1243 (s), 1172 (m), 1089 (w), 1056 (w), 823 (w), 718 (w), 631 (w); MS (ESI) m/z calcd for C 17 H 14 N 2 O 2 : 278.1055, found: 278.1055. Its spectroscopic characteristics are consistent with those reported for the same compound [56].…”
Section: Methodssupporting
confidence: 88%
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“…After workup and purification with column chromatography (20% EtOAc in hexane as eluent), compound 18c (1.05 g, 3.78 mmol) was obtained in 95% yield as yellow solids: 1 H-NMR (acetone- d 6 , 500 MHz) δ 3.90 (s, 3 H, OCH 3 ), 7.08 (d, J = 9.0 Hz, 2 H, 2 × ArCH), 7.35 (t, J = 7.5 Hz, 1 H, ArCH), 7.42 (t, J = 7.5 Hz, 1 H, ArCH), 7.68 (d, J = 8.5 Hz, 1 H, ArCH), 7.84 (d, J = 9.0 Hz, 2 H, 2 × ArCH), 7.87 (d, J = 8.0 Hz, 1 H, ArCH), 7.99 (d, J = 16 Hz, 1 H, COCH), 8.04 (d, J = 16 Hz, 1 H, PhCH); 13 C-NMR (acetone- d 6 , 125 MHz) δ 55.97, 113.59, 115.56, 120.09, 122.37, 124.08, 126.63, 128.45, 131.72, 135.76, 144.73, 145.21, 150.44, 163.29, 181.81; IR (neat) 3357 (s), 3192 (N–H, s), 2920 (s), 2850 (s), 2313 (w), 1756 (br), 1657 (C=O, s), 1634 (s), 1586 (C=N, m), 1514 (m), 1468 (m), 1421 (m), 1369 (w) 1322 (C–N, w) 1243 (s), 1172 (m), 1089 (w), 1056 (w), 823 (w), 718 (w), 631 (w); MS (ESI) m/z calcd for C 17 H 14 N 2 O 2 : 278.1055, found: 278.1055. Its spectroscopic characteristics are consistent with those reported for the same compound [56].…”
Section: Methodssupporting
confidence: 88%
“…Compound 18a–18d had been reported in previous literatures [56]. Aqueous KOH (40%) was added to a stirred solution of 2-acetylbenzimidazole ( 17 , 1.0 equiv) and substituted aromatic aldehydes (1.1 equiv) in ethanol.…”
Section: Methodsmentioning
confidence: 99%
“…Earlier our research group has synthesized different heterocyclic derivatives as potential antimicrobial agents [29][30][31][32][33]. In continuation to this, we synthesized 2-(5-(3-(4-fluorophenyl)-1-phenyl-1H-pyrazol-4-yl)-3-(aryl)-4-5-dihydro-1H-pyrazol-1-yl)thiazol-4(5H)-ones A series of compounds 2-(5-(3-(4-fluorophenyl)-1-phenyl-1H-pyrazol-4-yl)-3-(aryl)-4,5-dihydro-1H-pyrazol-1-yl)thiazol-4(5H)-ones (4a-q) were synthesized and structures of these compounds were elucidated by spectral (IR, 1 H NMR, 13 C NMR, mass spectra) analysis.…”
Section: Introductionmentioning
confidence: 99%
“…Encouraged by the above-mentioned explanation, we have focused onto construct some novel antimicrobial derivatives containing pyrazole, 1,3,4-oxadiazole and pyridine scaffolds screened for antimicrobial activity. Previously our research group has worked on the synthesis of pyrazole and their derivatives as potential antimicrobials [22][23][24]. In furtherance to this, N- (…”
Section: Introductionmentioning
confidence: 99%