On the acylation of 1,6-diamino-2-oxo-1,2-dihydropyridine-3,5-dicarbonitriles

Alexandra Chikava; Alexey Dolganov; Victor Dotsenko

doi:10.3390/ecsoc-24-08315

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On the acylation of 1,6-diamino-2-oxo-1,2-dihydropyridine-3,5-dicarbonitriles

Alexandra R. Chikava

¹,

Alexey A. Dolganov

¹,

Victor V Dotsenko

^{*

2, 3, 4}

¹ Kuban State University
² Department of Organic Chemistry and Technologies, Kuban State University, 149 Stavropolskaya Str., 350040 Krasnodar, Russia
³ ChemEx Lab, Vladimir Dal’ Lugansk National University
⁴ North Caucasus Federal University

Published: 14 November 2020 by MDPI in The 24th International Electronic Conference on Synthetic Organic Chemistry session General Organic Synthesis

https://doi.org/10.3390/ecsoc-24-08315

Abstract:

1,6-Diamino-2-oxo-1,2-dihydropyridine-3,5-dicarbonitriles, prepared by reaction of cyanoacethydrazide with arylmethylene malononitriles, react with 1-cyanoacetyl-3,5-dimethylpyrazole and chloroacetyl chloride to give corresponding cyanoacetamides and chloroacetamides. The reaction with phthalic anhydride proceed under harsh conditions to give 4,7-dioxo-4,7-dihydropyrido[1',2':2,3][1,2,4]triazolo[5,1-a]isoindole-1,3-dicarbonitriles.

Keywords: cyanoacethydrazide, N-aminopyridines, cyanoacetylation, heterocyclization

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Alexandra Chikava

Alexey Dolganov

Victor Dotsenko