Synthesis and antimicrobial activities evaluation of some new thiadiazinone and thiadiazepinone derivatives bearing sulfonamide moiety

ABSTRACT

A new series of novel functionalized 1,3,4-thiadiazin-5-ones and 1,3,4-thiadi-azepin-5-ones bearing sulfonamide moieties were synthesized via 1,3-dipolar cyclocondensation reaction of nitrilimines with α-mercaptoesters and mercaptosuccinic acid respectively. The structures of the prepared compounds were confirmed by spectral methods (IR, ¹H-NMR, ¹³C-NMR and MS spectroscopy) and elemental analysis. The newly synthesized compounds were screened for their in vitro antimicrobial activity. Some of titled compounds exhibited significant antimicrobial activity on several strains of microbes.

GRAPHICAL ABSTRACT

KEYWORDS:

• α-Mercaptoesters
• 1,3,4-Thiadiazinone
• 1,3,4-Thiadiazepinone
• nitrilimines
• Sulfa drugs
• Mercaptosuccinic acid

Acknowledgments

The authors are great thankful to the Qatar Charity for the financial support of this research through Ibhath grant (GCC-07-06).