1,3,5-Tris(hydrogensulfato)BenzeneANewandEfficientCatalystforSynthesisof4,4-(arylmethylene)bis(1H-pyrazol-5-ol)Derivatives.pdfVIP

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1,3,5-Tris(hydrogensulfato)BenzeneANewandEfficientCatalystforSynthesisof4,4-(arylmethylene)bis(1H-pyrazol-5-ol)Derivatives.pdf

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1,3,5-Tris(hydrogensulfato)BenzeneANewandEfficientCatalystforSynthesisof4,4-(arylmethylene)bis(1H-pyrazol-5-ol)Derivatives.pdf

2012 Chinese Journal of Catalysis Vol. 33 No. 12 Article ID: 0253-9837(2012)12-1945-05 DOI: 10.1016/S1872-2067(11)60477-4 Article: 1945–1949 1,3,5-Tris(hydrogensulfato) Benzene: A New and Efficient Catalyst for Synthesis of 4,4-(arylmethylene)bis(1H-pyrazol-5-ol) Derivatives * Zahed KARIMI-JABERI , Baharak POOLADIAN, Masoud MORADI, Ehsan GHASEMI Department of Chemistry, Firoozabad Branch, Islamic Azad University, P.O. Box 74715-117 Firoozabad, Fars, Iran Abstract: 1,3,5-Tris(hydrogensulfato) benzene (THSB) was easily prepared by the reaction between phloroglucinol and chlorosulfonic acid in dichloromethane at room temperature. This compound was then used as an efficient catalyst for the synthesis of 4,4-(arylmethylene)bis(1H-pyrazol-5-ols) through the condensation reactions of 1-phenyl-3-methylpyrazol-5-one with several different aro- matic aldehydes in ethanol at 75 °C. The present methodology offers several advantages over existing methodologies, such as excellent yields, simple procedure, easy work-up and ecofriendly reaction conditions. Key words: 1,3,5-tris(hydrogensulfato) benzene; aromatic aldehydes; 1-phenyl-3-methylpyrazol-5-one; 4,4-(arylmethylene)bis(1H-pyra- zol-5-ols); ethanol; multicomponent reaction CLC number: O643 Document code: A Received 30 July 2012. Accepted 9 October 2012. ∗Corresponding author. Tel: +98-917-107-6935; Fax: +98-712-6224402; E-mail: zahed.karimi@ English edition available online at Elsevier ScienceDirect (/science/journal. Heterocycles represent the largest of the classical divi- methylpyrazol-5-