Relative reactivity of groups bonded to positions 2 and 5 of the thiazole ring
- 1 January 1976
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 4,p. 398-402
- https://doi.org/10.1039/p29760000398
Abstract
The displacement of halogen by methoxide, methanethiolate, and benzenethiolate ions, and the oxidation of phenylsulphinyl to phenylsulphonyl by perbenzoic acid, in positions 2 and 5 of the thiazole ring have been studied quantitatively. The reactivity ratio (5 : 2) is moderate in every case and the unusual nucleophilic halogen displacement for 5-halogenothiazoles together with the oxidation of the 5-sulphinyl group emphasizes the slightly positive character of C-5.Keywords
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