# Surfactant Derived From Stearoyl Chloride and Benzimidazole for Micellar‐Promoted Synthesis of N‐Aryl‐1,8‐dioxo‐decahydroacridines in Water at Room Temperature

**Authors:** Saeedeh Asadian, Mohsen Moradian, Javad Safari

PMC · DOI: 10.1002/open.202500600 · ChemistryOpen · 2026-01-28

## TL;DR

A new surfactant was created to efficiently synthesize a compound in water at room temperature, reducing harmful solvents.

## Contribution

A novel anionic surfactant was developed for micellar-promoted synthesis of N-aryl-1,8-dioxo-decahydroacridines in water.

## Key findings

- The surfactant achieved a 96% yield in water without co-catalysts.
- The method is eco-friendly and avoids harmful organic solvents.
- The reaction occurs efficiently at room temperature.

## Abstract

In this article, a new anionic surfactant was prepared through a one‐pot reaction of stearoyl chloride and benzimidazole with aluminum chloride under reflux conditions. Its structure was confirmed by 1H and 13C Nuclear magnetic resonance (NMR) analysis and Fourier transform infrared spectroscopy. The efficacy of the synthesized surfactant system was evaluated in the synthesis of 1,8‐dioxodecahydroacridines through a three‐component reaction involving aniline, 5,5‐dimethylcyclohexan‐1,3‐dione, and aromatic aldehydes. It was demonstrated that with a 0.2 g amount of synthesized surfactant 1,3‐distearoyl‐1H‐benzo[d]imidazolium chloride (DSBimCl), reaction rates could be significantly increased, and the yield in water as solvent without any co‐catalyst reached 96%. Additionally, the method is ecofriendly, minimizing the use of harmful organic solvents and facilitating efficient catalytic processes that are not achievable with traditional organic solvents.

A new anionic surfactant was synthesized via a one‐pot reaction of stearoyl chloride and benzimidazole with aluminum chloride under reflux. The surfactant was effective in synthesizing 1,8‐dioxodecahydroacridines, achieving a 96% yield in water without the need for cocatalysts. This ecofriendly method reduces the use of harmful solvents and enhances catalytic efficiency compared to traditional solvents.© 2026 WILEY‐VCH GmbH

## Linked entities

- **Chemicals:** stearoyl chloride (PubChem CID 8212), benzimidazole (PubChem CID 5798), aluminum chloride (PubChem CID 24012), aniline (PubChem CID 6115), 5,5-dimethylcyclohexan-1,3-dione (PubChem CID 31358)

## Full-text entities

- **Chemicals:** H2O (MESH:D014867), imine (MESH:D007097), o-phenylenediamine (MESH:C034193), hydrogen (MESH:D006859), aldehyde (MESH:D000447), benzaldehyde (MESH:C032175), Acridine (MESH:D000166), Benzimidazole (MESH:C031000), 3H (MESH:D014316), EtOH (MESH:D000431), dichloromethane (MESH:D008752), Amberlyst-15 (MESH:C528218), carbon (MESH:D002244), amine (MESH:D000588), 2H (MESH:D003903), NH3 (MESH:D000641), 13C (MESH:C000615229), Stearoyl Chloride (MESH:C032034), 5,5-dimethyl-1,3-cyclohexanedione (MESH:C004774), Aniline (MESH:C023650), CH3CN (MESH:C032159), 4-nitro benzaldehyde (MESH:C029915), 10-(2-Chlorophenyl)-3,3,6,6-tetramethyl-9-phenyl-2,3,7,8,9,10-hexahydroacridine-4,5(1H, 6H)-dione (-), triethylamine (MESH:C016162), amide (MESH:D000577), anilines (MESH:D000814), KBr (MESH:C039004), formic acid (MESH:C030544), nitrogen (MESH:D009584), aluminum chloride (MESH:D000077410), sodium hydroxide (MESH:D012972), imidazole (MESH:C029899)

## Full text

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## Figures

7 figures with captions in the complete paper: https://tomesphere.com/paper/PMC12848590/full.md

## References

68 references — full list in the complete paper: https://tomesphere.com/paper/PMC12848590/full.md

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Source: https://tomesphere.com/paper/PMC12848590