Synthesis of  7-thia-1,4,6,8-tetraazabenzo[de]anthracenes

Victor Dotsenko; Elena Chigorina; Sergey Krivokolysko

doi:10.3390/ecsoc-22-05682

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A general stereoselective approach to 1,2,4-triazepane-3-thiones/ones via reduction or reductive alkylation of 2,4,5,6-tetrahydro-3H-1,2,4-triazepine-3-thiones/ones

Synthesis of 7-thia-1,4,6,8-tetraazabenzo[de]anthracenes

Victor V. Dotsenko

^{*

1, 2, 3},

Elena A. Chigorina

⁴,

Sergey G. Krivokolysko

^{2, 5}

¹ Kuban State University, 149 Stavropolskaya Str., Krasnodar 350040, Russian Federation
² ChemEx Lab, Vladimir Dal’ Lugansk National University, Lugansk, 91034 Russia.
³ North-Caucasus Federal University, 1 Pushkina St., 355009 Stavropol, Russian Federation
⁴ The Federal State Unitary Enterprise "Institute of Chemical Reagents and High Purity Chemical Substances" of National Research Centre "Kurchatov Institute", 3 Bogorodsky Shaft, Moscow 107076, Russia
⁵ Lugansk State Medical University, 1-g 50 years of Lugansk Defence, Lugansk 91045, Russia

Published: 14 November 2018 by MDPI in The 22nd International Electronic Conference on Synthetic Organic Chemistry session General Organic Synthesis

https://doi.org/10.3390/ecsoc-22-05682

Abstract:

New polyheterocyclic ensembles of 8,9,10,11-tetrahydro-7-thia-1,4,6,8-tetraazabenzo[de]anthracenes were prepared by reaction of easily available 5Н-pyrido[2',3':2,3]thiopyrano[4,5-b]pyridines with Ас2О or acyl chlorides. The starting 5Н-pyrido[2',3':2,3]thiopyrano[4,5-b]pyridines were prepared by reaction of N-methylmorpholinium 4-aryl-3-cyano-6-oxo-1,4,5,6-tetrahydropyridine-2-thiolates with malononitrile dimer.

Keywords: malononitrile dimer, thiatetraazabenzo[de]anthracene, tetrahydropyridine-2-thiolates, acylation, heterocyclization, Meldrum's acid

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Victor Dotsenko

Elena Chigorina

Sergey Krivokolysko