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Molecules 2017, 22(11), 1889; doi:10.3390/molecules22111889

Synthesis and Antibacterial Activity of Benzo[4,5]isothiazolo[2,3-a]pyrazine-6,6-dioxide Derivatives

1
School of Life and Medical Sciences, University of Hertfordshire, Hatfield AL10 9AB, UK
2
School of Science and Technology, Nottingham Trent University, Clifton Lane, Clifton, Nottingham NG11 8NS, UK
*
Authors to whom correspondence should be addressed.
Received: 26 September 2017 / Revised: 31 October 2017 / Accepted: 31 October 2017 / Published: 4 November 2017
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Abstract

Using a routine procedure, a number of derivatives of the benzo[4,5]isothiazolo[2,3-a]pyrazine-6,6-dioxide ring system have been synthesized from readily available starting materials. A series of chalcones were synthesized, which were subsequently reacted with chlorosulfonic acid to generate chalcone sulfonyl chlorides. The chalcone sulfonyl chlorides were then treated with bromine to generate dibromo chalcone sulfonyl chlorides. These were subsequently reacted with 1,2-diaminopropane and 2-methyl-1,2-diaminopropane in boiling ethanol resulting in compounds 210 and 1119 respectively, in 12–80% yields. The products were characterized by spectral analysis and the definitive structure of compound 11 was determined by X-ray crystallography. The synthesized compounds were screened for potential antibacterial properties against Bacillus subtilis, Escherichia coli, Proteus vulgaris and Staphylococcus aureus. View Full-Text
Keywords: chalcones; benzo[4,5]isothiazolo[2,3-a]pyrazine-6,6-dioxides; Bacillus subtilis; Escherichia coli; Proteus vulgaris; Staphylococcus aureus chalcones; benzo[4,5]isothiazolo[2,3-a]pyrazine-6,6-dioxides; Bacillus subtilis; Escherichia coli; Proteus vulgaris; Staphylococcus aureus
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Bassin, J.P.; Botha, M.J.; Garikipati, R.; Goyal, M.; Martin, L.; Shah, A. Synthesis and Antibacterial Activity of Benzo[4,5]isothiazolo[2,3-a]pyrazine-6,6-dioxide Derivatives. Molecules 2017, 22, 1889.

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