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1-AMINO-2-NITROGUANIDINE IN REACTIONS WITH α-KETOCARBOXYLIC ACIDS

Ольга Ю. Озерова, Татьяна П. Ефимова, Тамара А. Новикова
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Abstract


The reactions of 1-amino-2-nitroguanidine with α-ketocarboxylic acids gave substituted hydrazones of α-ketocarboxylic acids, the cyclization of which depended on the geometry of the azomethine moiety. It was established that the obtained hydrazones were able to form a 1,2,4-triazine system in the case when the hydrazone of its linear precursor existed in the form of Z(syn)-isomer. Thus, the phenylglyoxalic acid hydrazone, the azomethine moiety of which existed in the Z-form, underwent heterocyclization with the formation of substituted 3-nitroimino-6-phenyl-4,5-dihydro-1,2,4-triazin-5(2Н)-one, while hydrazones of glyoxalic and methylglyoxalic acids, which existed in the E-configuration, did not participate in this reaction.

Authors: Olga Yu. Ozerova, Tatiana P. Efimova*, Tamara A. Novikova


Keywords


1-amino-2-nitroguanidine; hydrazones of α-ketocarboxylic acids; α-ketocarboxylic acids; substituted 1,2,4-triazines

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