MIL-101(Cr)Functionalized TEDA-BAIL: An Efficient and Recyclable Catalyst for Synthesis of Pyrimido[4,5-b]quinolinetrione Derivatives

Abstract

In this study, a heterogeneous catalyst containing MIL-101(Cr) functionalized TEDA-BAIL was used to achieve an efficient four-component reaction between aromatic aldehydes, barbituric acid, dimedone, and aryl amines, resulting in the synthesis of a new class of pyrimido[4,5-b]quinolinetrione derivatives. Pyrimido[4,5-b]quinolinetriones were synthesized through a one-pot four-component reaction between aromatic aldehydes, barbituric acid, dimedone, and aryl amines, in the presence of triethylenediamine-based ionic liquid@MIL-101(Cr) composite as a catalyst under reflux conditions. The TEDA-BAIL@MIL-101(Cr), which is a recoverable catalyst, was fully characterized by Fourier transform infrared spectrophotometry (FT-IR), X-ray diffraction (XRD), scanning electron microscopy (SEM), energy-dispersive X-ray spectroscopy (EDX) thermogravimetric analysis (TGA), Brunauer-Emmett-Teller (BET) and Transmission electron microscopy (TEM). Four-component synthesis of pyrimido[4,5-b]quinolinetriones catalyzed by TEDA-BAIL@MIL-101(Cr) with aromatic aldehydes, barbituric acid, dimedone, and aryl amines under reflux conditions. The obtained experimental results revealed that the employed synthesis approach is a simple method which offers several advantages including sustainability, facile separation from the reaction medium, and reusability after six consecutive runs without loss of activity. The present method is an efficient method for the synthesis of pyrimido[4,5-b]quinolinetriones in the presence of TEDA-BAIL@MIL-101(Cr) under reflux conditions. This procedure provides multiple advantages such as ease of execution, high yields, clean reaction conditions, shorter reaction time, and catalyst sustainability.