Synthesis of new 5-alkyl substituted 4-thiazolidinones utilising condensation with ethyl 2-bromo alkanoates

Abstract

2-[(3-Ethyl-4-oxo-3,4-dihydroquinazolin-2-yl)mercaptoacetylhydrazono]-3-alkyl/aralkyl-5-ethyl/propylthiazolidin-4-ones were synthesised by the cyclisation of 1-[(3-ethyl-4-oxo-3,4-dihydroquinazolin-2-yl)mercaptoacetyl]-4-alkyl/aralkyl thiosemicarbazides with ethyl 2-bromobutanoate or ethyl 2-bromopentanoate in the presence of anhydrous sodium acetate in anhydrous ethanolic medium. The regioisomer 2-alkyl/aralkyl 3-[(3-ethyl-4-oxo-3,4-dihydroquinazolin-2-yl)mercaptoacetylamino]-5-ethyl/propylthiazolidin-4-ones were not formed.