SYNTHESIS OF 1-ETHYL-1H-2,1-BENZOTHIAZINE 2,2-DIOXIDE DERIVATIVES USING CYCLOALKANECARBALDEHYDES AND THEIR ANTIMICROBIAL ACTIVITY

Abstract

4,6-Dihydropyrano[3,2-c][2,1]benzothiazine 5,5-dioxides were synthesized via three-component interaction of 1-ethyl-1H-2,1-benzothiazin-4(3H)-one 2,2-dioxide with active methylene nitriles and cycloalkanecarbaldehydes. The latter were also applied to obtain ammonium salts of 3-[(4-hydroxy-1-ethyl-2,2-dioxido-1H-2,1-benzothiazin-3-yl)(cycloalkyl)methyl]-1-ethyl-1H-2,1-benzothiazin-5-olat 2,2-dioxides. The structures of the synthesized compounds were confirmed by ¹H, ¹³C NMR as well as mass spectral and elemental analysis data. The structures of two representatives from each class of the target compounds have been additionally confirmed by single crystal X-ray diffraction study. The synthesized compounds were screened for antibacterial and antifungal activities.