Green Synthesis of Novel [1,3,4]Thiadiazolo[3,2-a]Pyrimidines via Three-Component Reaction of 5-Amino-1,3,4-Thiadiazole-2-Thiol, Aromatic Aldehydes, and Meldrum's Acid

A novel and highly efficient synthetic route to [1,3,4]thiadiazolo[3,2-a]pyrimidine derivatives from 5-amino-1,3,4-thiadiazole-2-thiol, various aromatic aldehydes, and Meldrum's acid in the presence of acetic acid in dry ethanol has been reported. We designed the three-component reaction with the incorporation of Knoevenagel condensation followed by an intermolecular nucleophilic addition reaction in one pot under mild conditions. The structural diversities of these synthesized compounds have been confirmed spectroscopically, by IR, H-1-, and C-13 NMR, and elemental analysis, which agree with the proposed structures.

Automated summary

A novel and highly efficient synthetic route for the synthesis of [1,3,4]thiadiazolo[3,2-a]pyrimidine derivatives has been reported. The three-component reaction incorporates Knoevenagel condensation and intermolecular nucleophilic addition in one pot under mild conditions, resulting in structurally diverse compounds.