2-Benzoyl-4-phenyl-1,2,5-thiadiazol-3(2H)-one 1,1-Dioxide

Author:

Broumidis Emmanouil1ORCID,Patterson Samuel B. H.1ORCID,Rosair Georgina M.1ORCID,Koutentis Panayiotis A.2ORCID,Kalogirou Andreas S.3ORCID

Affiliation:

1. Institute of Chemical Sciences, School of Engineering & Physical Sciences, Heriot-Watt University, Edinburgh EH14 4AS, UK

2. Department of Chemistry, University of Cyprus, P.O. Box 20537, Nicosia 1678, Cyprus

3. Department of Life Sciences, School of Sciences, European University Cyprus, 6 Diogenis Str., Engomi, P.O. Box 22006, Nicosia 1516, Cyprus

Abstract

3,5-Diphenyl-4H-1,2,6-thiadiazin-4-one treated with meta-chloroperoxybenzoic acid undergoes an oxidative ring contraction to give 2-benzoyl-4-phenyl-1,2,5-thiadiazol-3(2H)-one 1,1-dioxide in a 29% yield, the structure of which is supported by single-crystal X-ray diffraction analysis and the available spectroscopic data.

Funder

EPSRC CRITICAT Centre

EaSI-CAT

University of Cyprus

Cyprus Research Promotion Foundation

Publisher

MDPI AG

Reference21 articles.

1. 1,2,5-Thiadiazoles;Koutentis;Comprehensive Heterocyclic Chemistry IV,2022

2. 1,2,5-Thiadiazoles;Zhdankin;Comprehensive Heterocyclic Chemistry III,2008

3. Wang, X., Lawson, J.D., Marx, M.A., Smith, C.R., and Kuluk, S. (2022). Azaquinazoline Pan-Kras Inhibitors. (2022/132200), WO.

4. Han, Y., Achab, A., Biju, P., Deng, Y., Fradera, X., Guo, L., He, S., Kozlowski, J., Kurulasuriya, R., and Liu, K. (2020). Compounds as Indoleamine 2,3-Dioxygenase Inhibitors. (10538497), US.

5. 1,2,5-Thiadizole 1-oxide and 1,1-dioxide derivatives. A new class of potent histamine H2-receptor antagonists;Algieri;J. Med. Chem.,1982

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