Heteroannulation of 6-polyfluoroalkyl-2-thiouracils |
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| Authors: | O. G. Khudina A. E. Ivanova Ya. V. Burgart P. A. Slepukhin V. I. Saloutin O. N. Chupakhin M. A. Kravchenko |
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| Affiliation: | 1. I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22 ul. S. Kovalevskoi, 620041, Ekaterinburg, Russian Federation
2. Ural Research Institute of Phthisiopulmonology, Ministry of Healthcare and Social Development of the Russian Federation, 50 ul. XXII parts’ezda, 620039, Ekaterinburg, Russian Federation
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| Abstract: | A multi-component double Mannich cyclocondensation of 6-polyfluoroalkyl-2-thiouracils with formalin and heterocyclic amines (2-aminopyridine, 2-aminopyrimidine, 4-aminoantipyrine) proceeded regiospecifically at the C=S and NH centers giving rise to 3-hetaryl-8-polyfluoroalkylpyrimido[2,1-b][1,3,5]thiadiazines. The regioisomeric structure of the products was established by X-ray crystallography, IR and NMR spectroscopy, GLC-MS spectrometry. 6-Trifluoromethyl-2-thiouracil and 8-polyfluoroalkylpyrimido[2,1-b]thiadiazines exhibited weak tuberculostatic activity. |
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