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ISSN 1998-9539

The Mannich-Type Synthesis of Macroheterocycles with Pyrido[2,1-b][1,3,5]thiadiazine Unit

Victor V. Dotsenko,a@ Elena A. Chigorina,b Elena S. Papaianina,c Konstantin A. Frolov,d,e and Sergey G. Krivokolyskod,e
aKuban State University, 350040 Krasnodar, Russian Federation
bFederal State Unitary Enterprise «Research Institute of Chemical Reactants and Ultrapure Compounds (IREA)», 107076 Moscow, Russian Federation
cUniversity Erlangen-Nuremberg, Institut für Organische Chemie II, 91054 Erlangen, Germany
dLugansk State Medical University, 91045 Lugansk, Lugansk People’s Republic
eChemEx Lab, Vladimir Dal’ Lugansk University, 91034 Lugansk, Lugansk People’s Republic
@Corresponding author E-mail: victor_dotsenko@bigmir.net
New macrocyclic products containing four pyrido[2,1-b][1,3,5]thiadiazine units linked by methylene bridges and phenylene spacers were synthesized by reaction of morpholinium 3-cyano-4-methyl-6-oxo-1,6-dihydropyridine-2-thiolate with aromatic diamines (p-phenylenediamine, benzidine) and excess of HCHO. A rapid solvent-free procedure for synthesis of the starting thiolate was proposed. The structure of the products was confirmed by IR-, solid state NMR 13C data and elemental analysis.

 

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