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NiFe2O4@SiO2 @amino Glucose Magnetic Nanoparticle under Solvent-free Condition: A New, mild, Simple and Effective Avenue for the Synthesis of Quinazolinone, Imidazo[1,2-a]Pyrimidinone and Novel Derivatives of Amides

Author(s):

Leila Zare Fekri*   Pages 1 - 9 ( 9 )

Abstract:


Background: Imidazo[1,2-a]pyrimidinone, quinazolinone and amide derivatives have attracted a lot of interest because of their broad scope of biological and pharmacological activities. There are a lot of methods reported in literature for the synthesis of them. Therefore, we became interested in developing a convenient synthetic method for the preparation of imidazoquinazolinone and amide derivatives.

Objective: NiFe2O4@SiO2 @glucose amine were synthesized, characterized and have been used for the green, effective and mild multicomponent synthesis of quinazolinones, benzoimidazo[1,2-a]pyrimidinones and amides under solvent-free condition in short reaction times and excellent yields To expand of the scope of this avenue, multicomponent synthesis of mono and bis novel amides was tested for the first time. All of products were characterized by mp, FT-IR, NMR and elemental analysis.

Method: Aldehyde (1mmol), 2-aminobenzimidazole (1 mmol), dimedone (1mmol) or indane-1,3-dione (1 mmol) for the synthesis of quinazoline or imidazopyrimidinones and arene (1mmol), anhydride (1mmol), 2- aminobenzimidazole (1mmol) for the synthesis of amides in nano catalyst NiFe2O4@SiO2@glucose amine (0.15mol%: 0.05g) were stirred by a magnet for the required reaction time. After completion of the reaction, as indicated by TLC, the products were collected and recrystallized from ethanol if necessary.

Results: We present a novel avenue for the synthesis of benzimidazo[1,2-a] pyrimidinones, quinazolinones and amides in the presence of NiFe2O4@SiO2@glucose amine under solvent free condition.

Conclusion: In conclusion, we have developed NiFe2O4@SiO2 @glucose amine catalysed multicomponent synthesis of quinazolinones and imidazo[1,2-a]pyrimidinones using the reaction of benzaldehyde, dimedone or indane-dione and 2-aminobenzimidazole and multicomponent synthesis of amides using arenes, cyclic anhydrides and 2-aminobenzimidazole under solvent-free technique. This method proves to be a robust and innovative approach for the synthesis of biologically important architecture. The operational simplicity, the excellent yields of products, ease of separation and recyclability of the magnetic catalyst, waste reduction and high selectivity are the main advantages of this method. Furthermore, this new avenue is cheap and environmentally benign.

Keywords:

Multi component reaction, amides, imidazo[1 2-a]pyrimidinones, NiFe2O4@SiO2 @glucose amine , quinazolinones, magnetic nanoparticle.

Affiliation:

Department of Chemistry, Payame Noor University, PO Box 19395-3697 Tehran



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