Alkylation of 1,3-benzothiazin-4-one 2-oxo-, 2-arylimino-, and 2-thioxo derivatives
DOI:
https://doi.org/10.1007/2254Keywords:
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, alkylationAbstract
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