Efficient Synthesis and Antimicrobial Evaluation of Pyrazolopyranopyrimidines in the Presence of SBA-Pr-SO3H as a Nanoporous Acid Catalyst

A simple, efficient, and environmentally friendly method has been developed for the synthesis of a series of tricyclic fused pyrazolopyranopyrimidines via a one-pot three-component reaction of barbituric acids, aromatic aldehydes, and 3-methyl-5-pyrazolone in the presence of SBA-Pr-SO H. SBA-15 meso...

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Published inIranian journal of pharmaceutical research : IJPR Vol. 17; no. 2; pp. 525 - 534
Main Authors Mohammadi Ziarani, Ghodsi, Aleali, Faezeh, Lashgari, Negar, Badiei, Alireza, Abolhasani Soorki, Ali
Format Journal Article
LanguageEnglish
Published Iran Shaheed Beheshti University of Medical Sciences 01.01.2018
Subjects
Original
Barbituric acid
Antimicrobial activity
Green synthesis
Pyranopyrimidine
SBA-Pr-SO3H
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Summary:A simple, efficient, and environmentally friendly method has been developed for the synthesis of a series of tricyclic fused pyrazolopyranopyrimidines via a one-pot three-component reaction of barbituric acids, aromatic aldehydes, and 3-methyl-5-pyrazolone in the presence of SBA-Pr-SO H. SBA-15 mesoporous silica material functionalized with propyl sulfonic acid groups was used as a heterogeneous Brønsted acid catalyst with hexagonal structure, high surface area, thick walls, and large uniform pores. All reactions were performed under reflux conditions in water in the presence of a catalytic amount of SBA-Pr-SO H. High yields, mild reaction conditions, short reaction times, and simple work-up procedures are some advantages of this method. The antimicrobial activities of the synthesized compounds were also evaluated and some products exhibited significant antibacterial activities at low concentrations.
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ISSN:1735-0328
1726-6890