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Study of Nitrogen- and Sulfur-Containing Heterocycles. 57. Synthesis and Conversion of 4′-Substituted 5-(5-Amino-6-Pyrimidylthio)-2,2-Dimethyl-4,6-Dioxo-1,3-Dioxanes
Authors:T S Safonova  M P Nemeryuk  M M Likhovidova  A L Sedov  A F Keremov  N P Solov’eva  O S Anisimova
Institution:(1) Drug Chemistry Center/All-Russian Pharmaceutical Chemistry Scientific-Research Institute, Moscow, 119815, Russia;(2) Dagestan State University, Makhachkala, 367010, Russia
Abstract:By reaction of 4-substituted 5-amino-6-mercaptopyrimidines with 5-bromo-2,2-dimethyl-4,6-dioxo-1,3-dioxane, we have obtained 4′-substituted 5-(5-amino-6-pyrimidylthio)-2,2-dimethyl-4,6-dioxo-1,3-dioxanes. We have studied diazotization of these compounds by isoamyl nitrite. In the case of 4′-methoxy- and 4′-dimethylamino-substituted derivatives, we have obtained derivatives of novel heterocyclic systems: pyrimido5,4-e]1,3,4]thiadiazine and pyrimido5,4-e]1,3,4]thiadiazine-7-spiro-5′-1,3-dioxane, and in the case of the 4′-isopropylamino-substituted derivative we obtained 4-isopropyl-7-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)-1,2,3-triazolo5,4-d]pyrimidin-7-ylidene.__________Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 613–623, April, 2005.
Keywords:aminomercaptopyrimidines  pyrimidylthio-1  3-dioxanes  pyrimido[5  4-e][1  3  4]thiadiazine  pyrimido[5  4-e][1  3  4]thiadiazine-7-spiro-1  3-dioxane  1  2  3-triazolo[5  4-d]pyrimidine
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