Synthesis of New Bioactive Triazolpyrimidine Derivatives Using Multicomponent Reactions of Hydrazonoyl Chloride.

Avarsaji, Morad; Hossaini, Zinatossadat; Varasteh Moradi, Ali; Jalilian, Hamid Reza; Zafar Mehrabian, Ramin

In this research, the preparation of 1,2,4-triazolpyrimidine derivatives was performed by using four component reactions of alkyl 2,4-dioxo-4-(arylamino) butanoate, aldehydes, cyanoguanidine, and hydrazonoyl chloride in the presence of catalytic amounts of Et3N in water at room temperature. In addition, for investigation of antioxidant activity was performed radical trapping by DPPH and reducing the power of ferric ion experiments. As a result, synthesized compounds show excellent radical trapping by DPPH and good reducing ability of ferric ion because of having NH2 group. The current procedure has benefits for instance excellent yield of reaction, green media, and easy separation of product. HIGHLIGHTS: The 1,2,4-triazolpyrimidine ring is an azaaromatic scaffold that can be found in many molecules of biological or pharmaceutical interest. Multicomponent reactions (MCRs) are more interesting type of reaction due to mixing three or more reactants in one-pot and generating one product and economically useful and environmentally secure than to multi-step methods. Carrying out synthesis of organic compounds in water media is very interesting because of water is cheap solvent, more available with high amounts.

ORGANIC synthesis; IRON ions; RADICALS (Chemistry); CHEMICAL yield; BIOMOLECULES

Polycyclic Aromatic Compounds, 2024, Vol 44, Issue 7, p4376

1040-6638

Academic Journal

10.1080/10406638.2023.2249196