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Letters in Organic Chemistry

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ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

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Research Article

A Novel Powerful γ-Fe2O3 @ CPTMS - Diethylene Triamine (DETA) @SO3H as a Heterogeneous Nanocatalyst, Recyclable and Efficient via Microwave-assisted for the Synthesis of Benzoxazinone- 4(3H)-one Derivatives in Green Media

Author(s): Fateme Haji Norouzi, Naser Foroughifar, Alireza Khajeh-Amiri* and Hoda Pasdar

Volume 20, Issue 6, 2023

Published on: 17 January, 2023

Page: [519 - 532] Pages: 14

DOI: 10.2174/1570178620666221124121458

Price: $65

Abstract

Background: In order to synthesize benzoxazin-4 (3H) -one derivatives, a new inorganic- organic super-magnetic nano-hybrid (γ‐Fe2O3@ CPTMS-DETA @SO3H) nanocatalyst of the modified sulfuric acid represents a green and efficient catalyst to perform a three-component condensation reaction between various acyl chlorides, anthranilic acid and acetic anhydride (as cyclization agent), in one-pot and solvent-free conditions under microwave irradiation (4a-q).

Introduction: In recent years, one of the most important subjects in synthetic organic chemistry has been green synthesis, which has applied environmentally friendly and efficient methods to synthesize biological derivatives. The use of catalysts has significant advantages, including simple separation and preparation, chemical and thermal stability, and eco-friendly nature and their features such as reusability, low cost, high efficiency and easy operation. Therefore, the mechanism is performed by a non-toxic organic catalyst that uses the chemical reactants and the least energy in accordance based on the least waste and green chemistry.

Methods: Sequential addition and one-pot methods were applied to produce benzoxazinone derivatives. In the sequential addition approach, the reaction was begun by adding anthranilic acid and acetic anhydride to the reaction vessel under microwave irradiation and continued by adding γ‐ Fe2O3@ CPTMS-DETA @SO3H as super-magnetic nano-hybrid recyclable green catalysts and the desired acyl chlorides.

Results: The main objective of this project was to synthesize benzoxazin-4 (3H) -one derivatives in the presence of super-paramagnetic organic-inorganic nanohybrid particles based on improved sulfonic acid (γ- Fe2O3 @ SiO2 - DETA @ SO3H) as an efficient recyclable heterogeneous catalyst.

Conclusion: This paramagnetic nano-organocatalyst was characterized by EDX, VSM, TGA, FESEM, FT-IR, and XRD. Advantages of this catalyst include easy preparation, clear and easy operation, short reaction time (15–30 min), as well as without the use of toxic catalysts. In addition, the catalyst can be separated from the reaction solution using an external magnet by magnetic decantation; it can be recycled up to six times without reducing its activity.

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