Facile Knoevenagel condensation Using Sulfonic Acid Functionalized Nanoporous silica (SBA-Pr-SO3H)

Subject Areas : International Journal of Bio-Inorganic Hybrid Nanomaterials

Gh. Mohammadi Ziarani ^{1 *} , F. Aleali ² , N. Lashgari ³ , A. Badiei ⁴

1 - Department of Chemistry, Alzahra University, P. O. Box 19938939973, Tehran, Iran
2 - Department of Chemistry, Alzahra University, P.O.Box 19938939973, Tehran, Iran
3 - School of Chemistry, College of Science, University of Tehran, Tehran, Iran
4 - School of Chemistry, College of Science, University of Tehran, Tehran, Iran

Received: 2015-02-14 Accepted : 2015-04-18 Published : 2015-04-01

Keywords:

Abstract :

Knoevenagel condensation between barbituric acid and aldehyde was investigated in the presence of sulfonic acid functionalized nanoporous silica (SBA-Pr-SO3H) and resulted in the formation of arylidene and bis-arylidene barbiturates. Excellent yields and short reaction times are related to the high efficiency of SBA-Pr-SO3H that the reactions take place easily in its nano-pores. SBA-Pr-SO3H as an efficient heterogeneous nanoporous solid acid catalyst which was prepared by silica functionalization with (3-mercaptopropyl) trimethoxysilane followed by oxidation with H2O2, can be easily removed from the reaction mixture by simple filtration, and also recovered and reused without noticeable loss of reactivity.