Title: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
Volume: 20
Issue: 6
Author(s): Fateme Haji Norouzi, Naser Foroughifar, Alireza Khajeh-Amiri*Hoda Pasdar
Affiliation:
- Toxicology Research Center,
Aja University of Medical Sciences, Tehran, Iran
Keywords:
Microwave irradiation, Benzoxazin-4(3H)-one, green chemistry, Magnetically Multi-Component reactions (MCRs), γ-Fe2O3@CPTMS-DETA @SO3H, solvent-free condition.
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.
