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

Authors

  • Ольга Ю. Озерова Herzen State Pedagogical University of Russia, 48 Moyka River Embankment, Saint Petersburg 191186
  • Татьяна П. Ефимова Herzen State Pedagogical University of Russia, 48 Moyka River Embankment, Saint Petersburg 191186
  • Тамара А. Новикова Herzen State Pedagogical University of Russia, 48 Moyka River Embankment, Saint Petersburg 191186

DOI:

https://doi.org/10.1007/5285

Keywords:

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

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

Author Biographies

Татьяна П. Ефимова, Herzen State Pedagogical University of Russia, 48 Moyka River Embankment, Saint Petersburg 191186

Россия, Санкт-Петербург, РГПУ им. А.И.Герцена, факультет химии, доцент кафедры органической химии, заместитель декана факультета химии по учебной работе

Тамара А. Новикова, Herzen State Pedagogical University of Russia, 48 Moyka River Embankment, Saint Petersburg 191186

Россия, Санкт-Петербург, РГПУ им. А.И.Герцена, факультет химии, доцент кафедры органической химии

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Published

2020-02-28

Issue

Vol. 56 No. 2 (2020)

Section

Short Communications