New reactions of 5-amino-3-(cyanomethyl)-1H-pyrazole-4-carbonitrile

Victor Dotsenko; Aminat Semenova; Nicolai Aksenov

doi:10.3390/ecsoc-24-08398

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The reactions of N,N'-diphenyldithiomalonamide with Michael acceptors

New reactions of 5-amino-3-(cyanomethyl)-1H-pyrazole-4-carbonitrile

Victor V Dotsenko

^{*

1, 2, 3},

Aminat M. Semenova

^{1, 4},

Nicolai Aksenov

¹ Kuban State University
² ChemEx Lab, Vladimir Dal’ Lugansk National University
³ North Caucasus Federal University
⁴ North-Caucasus State Humanitarian Technological Academy, 36 Stavropolskaya St., Cherkessk 369000, Karachay-Cherkess Republic, Russia

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-24-08398

Abstract:

5-Amino-3-(cyanomethyl)-1H-pyrazole-4-carbonitrile, prepared by reaction of malononitrile dimer with hydrazine, smoothly react with chloroacetyl chloride to afford 2-chloro-N-(4-cyano-3-(cyanomethyl)-1H-pyrazol-5-yl)acetamide in good yield. The latter easily react with 3-cyanopyridine-2-thiolates to give hybrid molecules bearing nicotinonitrile and pyrazole units.

Keywords: malononitrile dimer, heterocyclization, cyanomethylpyrazole, S-alkylation, Thorpe-Ziegler reaction

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Victor Dotsenko

Aminat Semenova

Nicolai Aksenov