1,3,5-Tris(hydrogensulfato) Benzene: A New and Efficient Catalyst for Synthesis of 4,4'-(arylmethylene)bis(1H-pyrazol-5-ol) Derivatives

doi:10.1016/S1872-2067(11)60477-4

催化学报 ›› 2012, Vol. 33 ›› Issue (12): 1945-1949.DOI: 10.1016/S1872-2067(11)60477-4

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

收稿日期:2012-07-30 修回日期:2012-10-09 出版日期:2013-01-18 发布日期:2012-12-18

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

Received:2012-07-30 Revised:2012-10-09 Online:2013-01-18 Published:2012-12-18

摘要/Abstract

摘要： 1,3,5-Tris(hydrogensulfato) benzene (THSB) was easily prepared by the reaction between phloroglucinol and chlorosulfonic acid in dichloromethaneat 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 aromatic 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.

关键词: 1,3,5-tris(hydrogensulfato) benzene, aromatic aldehydes, 1-phenyl-3-methylpyrazol-5-one, 4,4'-(arylmethylene)bis(1H-pyrazol-5-ols), ethanol, multicomponent reaction

Abstract: 1,3,5-Tris(hydrogensulfato) benzene (THSB) was easily prepared by the reaction between phloroglucinol and chlorosulfonic acid in dichloromethaneat 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 aromatic 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-pyrazol-5-ols), ethanol, multicomponent reaction

Zahed KARIMI-JABERI, Baharak POOLADIAN, Masoud MORADI, Ehsan GHASEMI. 1,3,5-Tris(hydrogensulfato) Benzene: A New and Efficient Catalyst for Synthesis of 4,4'-(arylmethylene)bis(1H-pyrazol-5-ol) Derivatives[J]. 催化学报, 2012, 33(12): 1945-1949.

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1,3,5-Tris(hydrogensulfato) Benzene: A New and Efficient Catalyst for Synthesis of 4,4'-(arylmethylene)bis(1H-pyrazol-5-ol) Derivatives

1,3,5-Tris(hydrogensulfato) Benzene: A New and Efficient Catalyst for Synthesis of 4,4'-(arylmethylene)bis(1H-pyrazol-5-ol) Derivatives

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