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2-Nitroguanidine Derivatives: IX. Reaction of 1-Amino-2-nitroguanidine with Oxalic Acid as a Method of Synthesis of 3(5)-Nitroamino-1,2,4-triazole-5(3)-carboxylic Acid and 5,5′-Bi(3-nitroamino-1,2,4-triazole) Salts

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Abstract

A new procedure for the synthesis of 5(3)-nitroamino-1,2,4-triazole-3(5)-carboxylic acid and 5,5′ -bi(3-nitroamino-1,2,4-triazole) potassium salt has been developed. It includes cyclization of [2-(N2-nitro-carbamimidoyl) hydrazino]oxoacetic acid and 2,2′-bis(N 2-itrocarbamimidoyl)oxalohydrazide, respectively, which are prepared by reaction of 1-amino-2-nitroguanidine with oxalic acid. The reaction of 5(3)-nitroamino-1,2,4-triazole-3(5)-carbohydrazide with 1-methyl-2-nitro-1-nitrosoguanidine leads to N′ -(N 2-nitrocarbamimidoyl)-5(3)-nitroamino-1,2,4-triazole-3(5)-carbohydrazide whose intramolecular cyclization in the presence of bases may be regarded as a new method of synthesis of 5,5′-bi(3-nitroamino-1,2,4-triazole) salts.

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Authors and Affiliations

  1. St. Petersburg State Institute of Technology, Moskovskii pr. 26, St. Petersburg, 190013, Russia

    E. L. Metelkina, T. A. Novikova, S. N. Berdonosova & D. Yu. Berdonosov

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  1. E. L. Metelkina
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  2. T. A. Novikova
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  3. S. N. Berdonosova
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  4. D. Yu. Berdonosov
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Translated from Zhurnal Organicheskoi Khimii, Vol. 41, No. 3, 2005, pp. 447–450.

Original Russian Text Copyright © 2005 by Metelkina, Novikova, Berdonosova, Berdonosov.

For communication VIII, see [1].

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Metelkina, E.L., Novikova, T.A., Berdonosova, S.N. et al. 2-Nitroguanidine Derivatives: IX. Reaction of 1-Amino-2-nitroguanidine with Oxalic Acid as a Method of Synthesis of 3(5)-Nitroamino-1,2,4-triazole-5(3)-carboxylic Acid and 5,5′-Bi(3-nitroamino-1,2,4-triazole) Salts. Russ J Org Chem 41, 440–443 (2005). https://doi.org/10.1007/s11178-005-0184-0

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  • DOI: https://doi.org/10.1007/s11178-005-0184-0

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