Synthesis of 6-R-6,7-dihydro-3H,5H-[1,2,4]dithiazolo[4,3-a][1,3,5]triazine-3-thiones by aminomethylation of xanthane hydride

Victor Dotsenko; Tatyana Evmeshenko; Gennady Krapivin

doi:10.3390/ecsoc-20-a064

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Synthesis of 6-R-6,7-dihydro-3H,5H-[1,2,4]dithiazolo[4,3-a][1,3,5]triazine-3-thiones by aminomethylation of xanthane hydride

Victor V. Dotsenko

^{*

1, 2, 3},

Tatyana Yu. Evmeshenko

¹,

Gennady D. Krapivin

⁴

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 Kuban State Technological University, 2 Moskovskaya st., 350072 Krasnodar, Russian Federation

Published: 08 November 2016 by MDPI in The 20th International Electronic Conference on Synthetic Organic Chemistry session General Organic Synthesis

https://doi.org/10.3390/ecsoc-20-a064

Abstract:

Xanthane hydride (5-Amino-3H-1,2,4-dithiazole-3-thione) reacts with primary amines (1 eq.) and HCHO (2 eq.) under harsh conditions (reflux in DMSO) to give a hitherto unknown heterocyclic system, 6,7-dihydro-3H,5H-[1,2,4]dithiazolo[4,3-a][1,3,5]triazine. The products were confirmed by NMR studies.

Keywords: xanthane hydride, Mannich reaction, amnimethylation, NMR studies, dithiazoles, 6,7-dihydro-3H,5H-[1,2,4]dithiazolo[4,3-a][1,3,5]triazine

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Victor Dotsenko

Tatyana Evmeshenko

Gennady Krapivin