Thiazolidinones were prepared as building blocks for the replacement of carboxylic acids. Chemical syntheses of thiazolidinones were developed. In addition, the drug-likeness of the target compounds was evaluated . The prepared compounds included the novel structure ; 5-(3-Iodophenylmethylene)-2,4-thiazolidinedione. Exploration of the methods required to synthesize thiazolidinone building blocks was completed. This work allows future generation of bioisosteric analogs of drugs.