Nucleophilic substitution or dipolar 1,3-cycloaddition in reactions of cyanamide with 4-arylpyrimidine 1-oxides |
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| Authors: | Prokhorov A. M. Kozhevnikov D. N. Rusinov V. L. Chupakhin O. N. |
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| Affiliation: | (1) Ural State Technical University, 19 ul. Mira, 620002 Ekaterinburg, Russian Federation;(2) Institute of Organic Synthesis, [Ural Branch of the Russian Academy of Sciences, 22 ul. S. Kovalevskoi, 620219 Ekaterinburg, Russian Federation |
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| Abstract: | ![]()
Pyrimidine 1-oxides with cyanamide afforded 2-ureidopyrimidines as the result of the nucleophilic substitution of hydrogen, whereas the formation of similar 2-trichloroacetylaminopyrimidines occurs as dipolar 1,3-cycloaddition of the same oxides to trichloroacetonitrile under much more drastic conditions and in lower yields. |
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| Keywords: | dipolar 1,3-cycloaddition nucleophilic substitution of hydrogen cyanamide pyrimidine 1-oxides 2-ureidopyrimidines 2-aminopyrimidines |
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