Synthesis and antibacterial activity of benzo[4,5]isothiazolo[2,3-a]pyrazine-6,6-dioxide derivatives

Bassin, J.P., Botha, M., Garikipati, R., Goyal, M., Martin, L. ORCID: 0000-0002-5330-5700 and Shah, A., 2017. Synthesis and antibacterial activity of benzo[4,5]isothiazolo[2,3-a]pyrazine-6,6-dioxide derivatives. Molecules, 22 (11), p. 1889. ISSN 1420-3049

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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 2–10 and 11–19 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.

Item Type: Journal article
Publication Title: Molecules
Creators: Bassin, J.P., Botha, M., Garikipati, R., Goyal, M., Martin, L. and Shah, A.
Publisher: MDPI
Date: 4 November 2017
Volume: 22
Number: 11
ISSN: 1420-3049
Identifiers:
NumberType
10.3390/molecules22111889DOI
molecules22111889Publisher Item Identifier
Divisions: Schools > School of Science and Technology
Depositing User: Jonathan Gallacher
Date Added: 15 Nov 2017 13:44
Last Modified: 15 Nov 2017 13:44
URI: http://irep.ntu.ac.uk/id/eprint/32031

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