A novel environmentally benign synthetic protocol for the synthesis of 2,3- dihydroquinazolin-4(1H)-ones by using caffeinium hydrogen sulphate (Caff@HSO4) as a solid acid catalyst has been developed. Caff@HSO4 displayed excellent catalytic activity in the cylcocondensation of anthranilamide with aryl aldehydes affording good to high yields of products in ethanol as solvent. The synthesized 2,3-dihydroquinazolin-4(1H)-ones 4i and 4j displayed potential anti-bacterial activity against Staphylococcus aureus and Escherichia coli bacteria. Further, in agreement with the Lipinski rule of five, the synthesized 2,3- dihydroquinazolin-4(1H)-ones revealed drug-like properties. Keywords: Green synthesis, 2,3-dihydroquinazolin-4(1H)-ones, caffeinium hydrogen sulphate, anti-bacterial agents
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