Synthesis of a new spiro derivative Catalyzed by p-Toluenesulfonic acid and using three component reaction

Multi component reactions are a suitable method for the preparation of multi chain molecules and complex heterocyclic compounds which are very significant due to their high efficiency, simplicity of procedure and saving of time, energy, raw materials and solvents. In this paper, a simple and efficient method is developed by using a three-component reaction between the Isatin derivatives, Malononitrile and active methylene compounds, such as 1,3-Diketones, in the vicinity of the catalytic p-Toluenesulfonic acid, which leads to the synthesis of the derivatives of spiropyranoxide. Spiropyranoxindole derivatives can be used as drug precursors in drug synthesis.In this study, from reaction of the three-component Isatin, Malononitrile, with Dimedone in the vicinity of the acid catalyst of p-Toluenesulfonic acid .the 2-amino-7,7-dimethyl-2,5-dioxo-8,7,6,5-tetrahydrospiro(chromin-3,4-indolin)-3-carbonitrile is synthesized in ethanol solvent and 70 C temperature. (Reaction 1)The optimum reaction conditions were determined for temperature and catalytic value of the product, which contains 30 milligrams of catalysts per 1 mmol of the other ingredients of the reaction material at 70 ° C temperature. The IR and 1H_NMR and 13C_ NMR spectrums confirm the product.