2011
DOI: 10.1002/cjoc.201180381
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An Efficient One‐pot Synthesis of Pyrazolone Derivatives Promoted by Acidic Ionic Liquid

Abstract: A new class of pyrazolone derivatives has been isolated in good to excellent yields from the 2∶1 condensation reaction between 3-methyl-1-phenyl-5-pyrazolone and arylaldehydes in the presence of ionic liquid [HMIM]HSO 4 . The compounds were characterised by their IR, NMR spectra, MS and elemental analyses. The important features of the methodology are a wide application range of substrates, higher yields and shorter reaction time.

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Cited by 8 publications
(3 citation statements)
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“…Consequently, the synthetic protocols documented in the literature reveals that pyrazoles synthesized are present in various forms such as: bis ‐pyrazol‐yl methanes, bis‐ pyrazolone methanes, and there are only four reports in the literature on a one‐pot three‐component synthesis of pyrazol‐yl‐pyrazolone methanes by the fusion of a molecule of an aldehyde and two molecules of pyrazolone. While Zang et al, employed [HMIM]HSO 4 an ionic liquid as a catalyst in ethanolic medium at reflux condition and under sonic condition, Fun and co‐workers have attempted a similar transformation at 413 K to get the target compounds . Moreover, Zhang et al, synthesized them using microwave irradiation .…”
Section: Introductionmentioning
confidence: 99%
“…Consequently, the synthetic protocols documented in the literature reveals that pyrazoles synthesized are present in various forms such as: bis ‐pyrazol‐yl methanes, bis‐ pyrazolone methanes, and there are only four reports in the literature on a one‐pot three‐component synthesis of pyrazol‐yl‐pyrazolone methanes by the fusion of a molecule of an aldehyde and two molecules of pyrazolone. While Zang et al, employed [HMIM]HSO 4 an ionic liquid as a catalyst in ethanolic medium at reflux condition and under sonic condition, Fun and co‐workers have attempted a similar transformation at 413 K to get the target compounds . Moreover, Zhang et al, synthesized them using microwave irradiation .…”
Section: Introductionmentioning
confidence: 99%
“…In recent years, different reagents were applied for the synthesis of 4,4'-(arylmethylene)bis(3-methyl -1-phenyl-pyrazol-5-ols) derivatives, some of them including condensation reaction between arylaldehydes and two equivalents of 5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one (Li et al, 1998;Singh & Singh, 1984;Pavlov et al, 1998;Buzykin & Lonshchakova, 1971;Wang et al, 2005;Elinson et al, 2008;Sujatha et al, 2009;Niknam & Mirzaee, 2011;Mosaddegh et al, 2010;Zang et al, 2011;Tayebi et al, 2011). 1) and used as heterogeneous solid acid catalyst for the synthesis of 4,4'-alkylmethylene-bis(3-methyl-5-pyrazolones).…”
Section: Introducationmentioning
confidence: 99%
“…如今, 离子液体的应用已经超过上述范畴, 作为可回收的催化剂, 其在有机反应中发挥着重要作 用 [28 30] . 1-甲基咪唑硫酸氢盐([HMIM]HSO 4 )是一种 Brønsted 酸性离子液体, 近年来已被用于催化有机合 成反应 [31,32] . 基于绿色化学的概念, 我们进行了较多的 以离子液体为催化剂催化有机转化的研究 [33~35]…”
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