Chinese Journal of Catalysis ›› 2012, Vol. 33 ›› Issue (12): 1945-1949.DOI: 10.1016/S1872-2067(11)60477-4

• Research papers • Previous Articles     Next Articles

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   

  1. 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

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 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