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Synthesis of novel 2-mercapto-4-(p-aminophenyl sulphonylamino)-6-(aryl)-pyrimidine-5-carboxamide derivatives via the Biginelli reaction

Bhuva N. H., Gothalia V. K., Singala P. M., Talpara P. K., Faldu V. J., Shah V. H.

International Letters of Chemistry, Physics and Astronomy

2014

Vol. 17, iss. 2

168--173

Series of 2-mercapto-4-(p-aminophenylsulphonylamino)-6-(aryl)-pyrimidine-5-carboxamide Aa-h were synthesized via the biginelli condensation. 2-mercapto-4-amino-6-(aryl)-pyrimidine-5-carboxamide react with p-acetamidophenylsulphonylchloride in the presence of pyridine 2 to form 2-mercapto-4-(p-acetamidophenylsulphonylamino)-6-(aryl)-pyrimidine-5-carboxamide 3. It was treated with diluted HCl under reflux afforded 2-mercapto-4-(p-aminophenylsulphonylamino)-6-(aryl)-pyrimidine-5-carboxamide A a-h. The newly synthesized compounds were characterized by elemental analyses, infrared (IR), 1H NMR and 13 C NMR spectroscopic investigation.