Synthesis Of 2-thiazolidinethione And 2-thiazolidinone Derivatives

2-Thiazolidinethione (2-thiono-1, 3-thiazolidine) and 2-thiazolidinone (2-oxo-1, 3 -thiazolidine) are the derivatives of 1, 3-thiazole which belong to an important group of heterocyclic compounds, their derivatives have been widely used in medicinal and pesticidal fields. Diverse biological and chemistry activities such as bactericidal, pesticidal, etc, have been found to be associated with 1, 3-thiazolidinone derivatives. Therefore, the synthesis and biological activity of 1, 3- thiazolidinone had been more and more attention recently.49 2-Tthiazolidinethione and 2-thiazolidinone derivatives were successfully synthesized and included 42 new. Their structures were fully characterized by IR, 1H-NMR and 13C-NMR. The main results are as follows:1. The recent research progress of 1, 3-thiazole derivatives receptors, including design, chemical synthesis and their applications in the fields of pharmacological activities, was briefly reviewed. For 1, 3-thiazole and its derivatives have well activity, it is an important practical value on the design and synthesis.2. Introduced the synthesis of 2-thiazolidinethione which is one of the new varieties of pesticide intermediate fosthiazate. Using 2-aminoethyl sulfuric acid as raw material, we optimized the reaction conditions by testing several parameters, such as reaction solvent, different amounts of raw material , and reaction time, etc. N-acetylmethoxy-2-thiazolidinethione and N-acetylethoxy-2-thiazolidinethione were successfully synthesized by using 2-thiazolidinethione as raw material.3. A total of 12 N-acyl-2-thiazolidinethione derivatives were successfully synthesized by reaction with various chloride and included 8 new. In this experiment, we used 2-thiazolidinethione as raw material by using triethylamine as acid agent and using methlene chloride/tetrahydrofuran as solvent.4. The first example of 2-thiazolidinethione as raw material and sodium hydroxide as a catalyst, 19 new N-alkyl-2-thiazolidinethione were successfully synthesized via the alkylation. Their structures were fully characterized by IR, 1H-NMR and 13C-NMR. In order to provide lead compounds for drug screening, we have designed and synthesized 13 new quaternary ammonium salts using N-alkyl-2- thiazolidinethione as raw material which belongs to 1, 3-thiazolidinone derivatives. So far, no related literature has been founded that reportes the quaternary ammonium salt.5. Fosthiazate was synthesized by reacting phosphorusoxide trichloride with sec-butyl alcohol and continue reacting with sodium ethylate, then condensing with 2-thiazolidinone. Their structures were fully characterized by IR, 1H-NMR and 13C-NMR, the overall yield of fosthiazate was 55.90%,and the product purity was 99.30% by GC.