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Multicomponent Synthesis of Pyrimidoquinolinetriones and Pyridodipyrimidines in the Presence of Triethylenediamine-Based Ionic Liquid/MIL-101(Cr) Metal-Organic Framework Composite

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posted on 25.11.2021, 13:40 by Zohreh Mahmoudi, Mohammad Ali Ghasemzadeh, Hasan Kabiri-Fard, Saeed Taghvaei Ganjali

This study introduces a green and efficient method for preparing biologically active substituted pyrido[2,3-d:5,6-d′]dipyrimidines through one-pot three-component reaction of barbituric acid/1,3-dimethylbarbituric acid/thiobarbituric acid, aromatic aldehydes, and 6-aminouracil in the presence of triethylenediamine-based ionic liquid@MIL-101(Cr) composite. TEDA-BAIL@MIL-101(Cr) was also used as an efficient catalyst for the synthesis of pyrimido[4,5-b]quinolinetriones by the one-pot four-component condensation reaction of aromatic aldehydes, barbituric acid, dimedone, and aryl amines. The reactions were conducted under ultrasonic irradiation with high to excellent yields of products. The presented nanostructure was prepared using a simple method and was characterized by FT-IR, XRD, SEM, EDX, and TGA techniques. The TEDA-BAIL@MIL-101(Cr) nanocomposite could be easily separated from the reaction mixture and reused several times without a significant loss of its activity.

Funding

The author gratefully acknowledges the financial support of this work by the Research Affairs Office of the Islamic Azad University, Qom Branch, Qom, I. R. Iran [grant number 2019-2898] and Department of Chemistry, North Tehran Branch, Islamic Azad University, Tehran, Iran.

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