A Novel, Efficient, Cost-Effective, and Green Methodology for Biginelli-Reaction: Soy Lecithin-Catalyzed Synthesis Of 4 -Aryl-1, 2, 3, 4 -Tetrahydropyrimidine-2(1h)-Ones / Thiones In Water

Author(s): Rasapelly Ramesh Kumar*, N. Kannappan and J. Devilal

Abstract: Aim: The current research work was designed to develop a simple, green and efficient method for the synthesis of Biginelli-type 4-aryl-1,2,3,4-tetrahydropyrimidine-2(1H)-ones/thione scaffold using Soy-lecithin as the catalyst in water. Materials and Methods: The reaction mixture [β-ketoester, aldehyde, and (thio)urea] in water or 10%w/v Soy-lecithin aqueous solution was heated by both microwave irradiation and conventional refluxing methods separately. The compounds synthesized were purified using column chromatography; monitored by TLC; characterized by FTIR, 1H NMR, and mass spectral data; and compared for yield and reaction time. Results: The Biginelli-reaction in water proceeded with higher rates and resulted in greater yields of 4-aryl-1,2,3,4-tetrahydropyrimidine-2(1H)-ones/thiones scaffold (4a-4l) in presence of Soy-lecithin compared to water alone. Conclusion: A novel, eco-friendly, and cost-effective method was successfully developed for the high-yield green, one-pot, synthesis of Biginelli-type 4-aryl-1,2,3,4-tetrahydropyrimidine-2(1H)-ones/thiones using an environmentally benign solvent, water; and catalyst, Soy-lecithin.

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