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Synthesis of 2-amino-4H-pyran and 2-benzylidene malononitrile derivatives using a basil seed as a cheap, natural, and biodegradable catalyst

Eskandar Kolvari, Nadiya Koukabi, Zohreh Ozmaei, Hadise Khoshkho, Farzad Seidi

2022Current Research in Green and Sustainable Chemistry18 citationsDOIOpen Access PDF

Abstract

Developing green and sustainable principles in catalytic systems using natural materials is becoming a suitable strategy to reduce the possible pollutant with high-risk agents. This study introduces basil seed (Ocimum basilicum) as an efficient catalyst for the synthesis of 2-amino-4H-pyrans from aromatic aldehyde, malononitrile, and ethyl acetoacetate and 2-benzylidene malononitriles from aromatic aldehyde and malononitrile through the Knoevenagel condensation reaction in an aqueous medium at 80 °C and 50 °C, respectively. The prepared catalyst was characterized by FT-IR, XRD, SEM, EDS, BET, TGA, and Elemental mapping techniques, and its performance was evaluated in the synthesis of 2-benzylidene malononitriles and 2-amino-4H-pyrans. Indeed, the basil seed catalyst displays excellent catalytic activity (80–98%) and stability at the mentioned reactions. Furthermore, compared to other catalysts employed in these syntheses, the basil seed catalyst has properties that can outstand it as a catalyst. These attributes include easy separation, easy work manner, high efficiency, cost-effectiveness, reusability, and recyclability. Furthermore, this catalyst is entirely biodegradable, non-toxic, based on the green chemistry frameworks, and can be reused without a remarkable reduction in its catalytic activity.

Topics & Concepts

MalononitrileKnoevenagel condensationCatalysisChemistryPyranAldehydeEthyl acetoacetateOrganic chemistryGreen chemistryReusabilityReaction mechanismComputer scienceSoftwareProgramming languageMulticomponent Synthesis of HeterocyclesSynthesis of Tetrazole DerivativesSynthesis and biological activity