Synthesis and transformations of 2-(5-amino-(mercapto)-1,3,4-thiadiazolylthio)-7-methyl-5-oxo-5H-1,3,4-thiadiazolo[3,2-a]pyrimidines |
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| Authors: | S. S. Shukurov M. A. Kukaniev I. M. Nasyrov K. S. Zakharov R. A. Karakhanov |
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| Affiliation: | (1) Institute of Chemistry, Tadjikistan Academy of Sciences, 734063 Dushanbe, Tadjikistan;(2) I. M. Gubkin National Academy of Oil and Gas, 65 Leninsky prosp., 117917 Moscow, Russian Federation |
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| Abstract: | The reactions of 2-amino-5-mercapto-(or 2,5-dimercapto)-1,3,4-thiadiazoles with 2-bromo-7-methyl-5-oxo-5H-1, 3,4-thiadiazolo[3, 2-a]pyrimidine to give the corresponding sulfides have been studied. The possibility of S-alkylation and addition of quinone at the free mercapto group in the 1,3,4-thiadiazole ring has been shown. The reactions at the amino group with benzoyl chloride and chloroformates have been investigated. The conditions of cyciodehydration at the amino group with ethyl acetoacetate and bromination of the pyrimidine fragment of 7-methyl-5-oxo-5H-1,3,4-thiadiazolo[3,2-a]pyrimidine have been found.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 1954–1957, November, 1993 |
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| Keywords: | nucleophilic substitution, 2-amino-5-mercapto-(2,5-dimercapto)-1,3,4-thiadiazoles 2-bromo-7-methyl-5-oxo-5H-1,3,4-thiadiazolo[3,2-a]pyrimidine, 2-(5-amino-(mercapto)-1,3,4-thiadiazolylthio)-7-methyl-5-oxo-5H-1,3,4-thiadiazolo[3,2-a]pyrimidine, non-symmetrically substituted bis-sulfides, amides, carbamates of 1,3,4-thiadiazole series |
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