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Synthesis of (1,2,3-thiadiazolyl)imidazolidine-2,4-diones by microwave irradiation and characterization of their biological activity

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Chemistry of Heterocyclic Compounds Aims and scope

The effects of microwave irradiation on the synthesis of (1,2,3-thiadiazol-4-yl)- and (1,2,3-thiadiazol-5-yl)imidazolidine-2,4-diones by cyclocondensation of the respective (1,2,3-thiadiazolyl)ureidoacetic acids were studied. The reactions were studied under the conditions of traditional heating at 140°C temperature and microwave irradiation at 170°C. It was shown that microwave heating of (1,2,3-thiadiazol-5-yl)ureido derivatives of carboxylic acids led to the formation of imidazolidine ring, unlike in the case of (1,2,3-thiadiazol-4-yl)ureido derivatives, for which traditional heating was more effective. The derivatives of (1,2,3-thiadiazolyl)imidazolidine-2,4-diones and (1,2,3-thiadiazolyl)ureidoacetic acids were studied with regard to their effects on pine seed germination and seedling growth.

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The results were obtained within the framework of State Assignment No. 4.560.2014-K with the Ministry of Education and Science of the Russian Federation and with support from the Russian Foundation for Basic Research (grant mol_a16-33-00556) and the Complex program No. 15-12-4-13 of the Presidium of Russian Academy of Sciences.

Professor Zhijin Fan acknowledges financial support from the National Natural Science Foundation of China (No. 21372132), the International Science & Technology Cooperation Program of China (No. 2014DFR41030), and Tianjin Natural Science Foundation (No. 14JCYBJC20400).

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Correspondence to Yuri Yu. Morzherin.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2016, 52(11), 910–917

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Kalinina, T.A., Khamidullina, L.A., Shakhmina, Y.S. et al. Synthesis of (1,2,3-thiadiazolyl)imidazolidine-2,4-diones by microwave irradiation and characterization of their biological activity. Chem Heterocycl Comp 52, 910–917 (2016). https://doi.org/10.1007/s10593-017-1986-z

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