Events The 24th International Electronic Conference on Synthetic Organic Chemistry

Event submissions

Published

This submission belongs to the session A. General Organic Synthesis of the event The 24th International Electronic Conference on Synthetic Organic Chemistry

Published date

14 Nov, 2020

Citation

Victor V Dotsenko, Ekaterina A. Khrapova, Natalya A. Ryzhkova, Nicolai Aksenov, The aminometylation of 4-(alkylthio)-6-amino-2-oxo(thioxo)-1,2-dihydropyridine-3,5-dicarbonitriles, in Proceedings of The 24th International Electronic Conference on Synthetic Organic Chemistry, 15 November–15 December 2020, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-24-08401

Facebook

Twitter

The aminometylation of 4-(alkylthio)-6-amino-2-oxo(thioxo)-1,2-dihydropyridine-3,5-dicarbonitriles

Ekaterina A. Khrapova ¹

Natalya A. Ryzhkova ¹

Victor V Dotsenko ^2,3,4

Nicolai Aksenov 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

Abstract

Easily available 2-(bis(alkylthio)methylene)malononitriles react with cyanoacetamide or cyanothioacetamide to give 4-(alkylthio)-6-amino-2-oxo(thioxo)-1,2-dihydropyridine-3,5-dicarbonitriles. Upon treatment with primary amines and/or HCHO, the compounds undergo heterocyclization to afford new pyrido[1,2-а][1,3,5]triazines or ring-condensed 1,3,5,7-tetrazocine derivatives.

Keywords

6-aminopyridin-2-ones

2-thioxopyridines

Mannich reaction

aminomethylation

heterocyclization

1,3,5-triazines

tetrazocines

Manuscript

GeneralOrganicSynthesis_8401_The_aminometylation_of_4_alky_original-done.pdf

N-(Thieno[2,3-b]pyridin-3-yl)cyanoacetamides: synthesis and cyclizations

SYNTHESIS OF BENZO[b]CARBAZOLS BY TANDEM Au(I)-CATALYZED CYCLIZATION/MIGRATION/CYCLIZATION