We describe the synthesis of 2-azido-5-nitropyrimidine and its azido-tetrazole tautomerism in various solvents and in the crystalline state. It was established that on interacting with N-nucleophiles the attack occurred at the C-2 carbon atom. The O- and S-nucleophiles attacked C-4 position of pyrimidine ring, resulting in tetrazole ring closure.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 819–829, May, 2013.
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Gorbunov, E.B., Novikova, R.K., Plekhanov, P.V. et al. 2-Azido-5-nitropyrimidine: Synthesis, Molecular Structure, and Reactions with N-, O-, and S-Nucleophiles. Chem Heterocycl Comp 49, 766–775 (2013). https://doi.org/10.1007/s10593-013-1308-z
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DOI: https://doi.org/10.1007/s10593-013-1308-z