Meglumine promoted one-pot, four-component synthesis of pyranopyrazole derivatives

Convenient Synthesis, Characterization, Cytotoxicity and Toxicity of Pyrazole Derivatives

“…The latter compounds were previously reported to be prepared via a one pot, four component reaction between aldehydes, hydrazine hydrate, malononitrile and ethyl acetoacetate in the presence of different catalysts. 27 On the other hand, the reaction of compound 1 with pyridine-3-aldehyde (7) and malononitrile (5) afforded the 6-amino-3-methyl-4-(pyridin-3-yl)-1,4-dihydropyrano [2,3-c]pyrazole-5-carbonitrile (8). The structure of the latter product was based on its respective analytical and spectral data.…”

Recent Advance in Development of 3-Methyl-4-Arylmethylene Isoxazole-5(4h)-Ones and 6-Amino-1,4-Dihydropyrano[2,3-C]-Pyrazole-5-Carbonitriles: Synthetic Applications and Pathways

“…Various solvents such as dichloromethane, acetonitrile, tetrahydrofuran, ethanol and methanol were examined by the authors for this reaction, although best results were obtained in water in terms of product yield and reaction time. [62] Guo and co-workers have utilized meglumine as a biodegradable and highly efficient and reusable catalyst for the one-pot, four-component synthesis of ethyl acetoacetate, hydrazine hydrate, various aldehydes and malononitrile in aqueous ethanol at the room temperature to afford products in excellent yields (Scheme 31). [63] A wide range of catalysts, such as irradiation, which was demonstrated by Gujar and co-workers (Scheme 32) [64] .…”

Green Synthetic Approaches for Biologically Relevant 2-amino-4H-pyrans and 2-amino-4H-pyran-Annulated Heterocycles in Aqueous Media∗

“…Meglumine, a bio-based chemical, was also demonstrated as a highly efficient, inexpensive, biodegradable, and reusable catalyst for the synthesis of a series of pyranopyrazole derivatives 45 via a one-pot, fourcomponent reaction of carbonyl compound, hydrazine hydrate, malononitrile, and β-keto ester in EtOH-H 2 O (Scheme 30) [135].…”