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  3. Volume 17, Number 3, 2023
  4. Features of (Benzo)Imidazo[2,1-b][1,3]thiazine Mezylates Reaction with Nucleophilic Reagents

Features of (Benzo)Imidazo[2,1-b][1,3]thiazine Mezylates Reaction with Nucleophilic Reagents

JCCT.
2023;
Volume 17, Number 3
: pp. 542 - 548
https://doi.org/10.23939/chcht17.03.542
Authors:
  1. Natalia Slyvka
  2. Lesya Saliyeva
  3. Mariia Litvinchuk
  4. Svitlana Shishkina
  5. Mykhailo V. Vovk
1
Lesya Ukrainka Volyn National University
2
Lesya Ukrainka Volyn National University
3
Department of Functional Heterocyclic Systems, Institute of Organic Chemistry of National Academy of Sciences of Ukraine
4
Department of X-ray Diffraction Study and Quantum Chemistry, SSI “Institute for Single Crystals”, National Academy of Sciences of Ukraine
5
Institute of Organic Chemistry, NAS of Ukrainе

Peculiarities of the course of the methanesulfo-derivatives of (benzo)imidazo[2,1-b][1,3]thiazines reac-tions with a number of nucleophilic reagents were studied. It was determined that they react nonselectively with potassium thiocyanate to form a mixture of thio- and isothiocyanate derivatives. When interacting with sodium azide, nucleophilic substitution competes with an elimination reaction. The latter is dominant in the reaction with sodium cyanide. The spatial structure of one of the isomer elimination products, 4H-benzo[4,5]imidazo[2,1-b][1,3] thiazine, was established by X-ray structural analysis.

(benzо)imidazo[2, 1-b][1, 3]thiazinеs
nucleophilic substitution reaction
elimination reaction
thio (isothio)cyanato and azidо derivatives
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