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

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