Abstract
Methyl 4-aminofurazan-3-carboximidate reacts with aromatic amines and hydrazines to give the corresponding amidines and amidrazones. The reaction of the title compound with o-phenylenediamine yields 3-amino-4-(2-benzimidazolyl)furazan, and with acylhydrazines N2-acyl-4-aminofurazan-3-carbohydrazides are formed. The latter undergo thermal intramolecular cyclization with formation of 3-amino-4-(1,2,4-triazol-3-yl)furazan derivatives containing various substituents in position 5 of the triazole ring.
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Tselinskii, I.V., Mel'nikova, S.F., Pirogov, S.V., and Sergievskii, A.V., Russ. J. Org. Chem., 1999, vol. 35, no. 2, pp. 296-300.
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Sergievskii, A.V., Pirogov, S.V., Mel'nikova, S.F. et al. Reactions of Methyl 4-Aminofurazan-3-carboximidate with Nitrogen-Containing Nucleophiles. Russian Journal of Organic Chemistry 37, 717–720 (2001). https://doi.org/10.1023/A:1012412220493
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DOI: https://doi.org/10.1023/A:1012412220493