An efficient and eco-friendly preparation of N-substituted acridine-1,8-dione derivatives using triethylamine as catalyst in ethanol medium
DOI:
https://doi.org/10.22399/ijcesen.4300Keywords:
1,8-dioxo-decahydroacridines Aniline, Aromatic aldehyde, One-pot multicomponent reactions, TriethylamineAbstract
This work presents a straightforward, efficient, and environmentally benign method for synthesizing N-substituted acridine-1,8-dione derivatives (4a-h). The synthesis is achieved via a one-pot, three-component condensation of an aromatic aldehyde, dimedone, and p-toluidine.The protocol employs ethanol as a green solvent and triethylamine (TEA) as a simple, effective catalyst. This approach offers significant advantages over conventional methods, including operational simplicity and mild reaction conditions. The reaction proceeds efficiently, affording the target products in excellent yields of 86–91%.A key practical benefit is the simple work-up; pure products are easily isolated by filtration and recrystallization, eliminating the need for complex chromatography. This method, characterized by its high yields, minimal environmental impact, and practicality, provides a robust and scalable route to the biologically significant acridine-dione core.
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