Green and highly efficient synthesis of pyrimidine derivatives in a novel glycolic acid: urea-based low transition temperature mixture via C-C and C-O bond formation

JOURNAL OF HETEROCYCLIC CHEMISTRY(2022)

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摘要
The present works describe a highly efficient synthesis of pyrimidine derivatives through a Knoevenagel condensation followed by Michael addition and subsequent cyclization using novel designer Low Transition Temperature Mixture (LTTM) in Glycolic acid: Urea (1:1). The mixture afforded as a green solvent which plays a dual role as a reusable catalyst and solvent, simple to prepare and nontoxic. The thermal stability and working temperature range of low-temperature mixture were identified by Thermogravimetric analysis and Differential Scanning Calorimetry. The pyrimidine derivatives synthesized via a one-pot three-component reaction of two moles of Barbituric/Thiobarbituric acid and one mole of aryl aldehydes reacted through Knoevenagel condensation followed by Michael addition and subsequent cyclization. The Knoevenagel intermediate formed at room temperate while at 80 degrees C Knoevenagel intermediate further reacted with another mole of barbituric acid/Thiobarbituric acid and formed the cyclic compounds. The use of LTTM to yield vital pyrimidine molecules renders this protocol to cope with the current need for an efficient, cost-effective, and eco-friendly methodology.
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