Alkylation of 1,3-benzothiazin-4-one 2-oxo-, 2-arylimino-, and 2-thioxo derivatives


  • Александр С. Шестаков Voronezh State University
  • Михаил А. Презент N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
  • Евгения О. Златоустовская Voronezh State University
  • Хидмет С. Шихалиев Voronezh State University
  • Александр В. Фалалеев Voronezh State University
  • Олег Е. Сидоренко Voronezh State University



2-(arylimino)-2, 3-dihydrobenzo[e][1, 3]thiazin-4-one, 3H-benzo[e][1, 3]thiazine-2, 4-dione, benzo[e][1, 2thioxo-2, alkylation


Sodium salt of 3Н-benzo[e][1,3]thiazine-2,4-dione is easily alkylated at position 3. In the case of 2-(arylimino)-2,3-dihydrobenzo[e][1,3]-thiazin-4-ones, the alkylation reaction at this position occurs regioselectively. Alkylation of 2-thioxo-2,3-dihydrobenzo[e][1,3]thiazin-4one under the same conditions produced regioisomers, but S-alkylation at the exocyclic sulfur atom occurred in the presence of triethylamine. The reaction of 1-(4-oxo-3,4-dihydrobenzo[e][1,3]thiazin-2-ylidene)guanidine with methyl anthranilate led to the formation of tetracyclic quinazolinо[2,1-b]quinazolinedione.

How to Cite
Shestakov, A. S.; Prezent, M. A.; Zlatoustovskaya, E. O.; Shikhaliev, K. S.; Falaleev, A. V.; Sidorenko, O. E. Chem. Heterocycl. Compd. 2015, 51, 370. [Khim. Geterotsikl. Soedin. 2015, 51, 370.]

For this article in the English edition see DOI 10.1007/s10593-015-1709-2

Author Biographies

Александр С. Шестаков, Voronezh State University

Александр Станиславович Шестаков

Михаил А. Презент, N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Михаил Абрамович Презент

Евгения О. Златоустовская, Voronezh State University

Евгения Олеговна Златоустовская

Хидмет С. Шихалиев, Voronezh State University

Хидмет Сафарович Шихалиев

Александр В. Фалалеев, Voronezh State University

Александр Владимирович Фалалеев

Олег Е. Сидоренко, Voronezh State University

Олег Евгеньевич Сидоренко





Original Papers