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- Title
The nitration and bromination of 2-(pentafluorosulfanyl)-1,3-benzothiazole and 2-(trifluoromethyl)-1,3-benzothiazole.
- Authors
Guzyr, Olexandr I.; Potikha, Lyudmila M.; Shishkina, Svitlana V.; Fetyukhin, Volodymyr N.; Shermolovich, Yuriy G.
- Abstract
The nitration and halogenation reactions of 2-(pentafluorosulfanyl)- and 2-(trifluoromethyl)-1,3-benzothiazoles were studied. Methods for the preparation of previously undescribed mononitro-substituted 1,3-benzothiazoles (4-nitro-2-(pentafluorosulfanyl)-1,3-benzothiazole, 4-nitro-2-(trifluoromethyl)-1,3-benzothiazole, and 6-nitro-2-(pentafluorosulfanyl)-1,3-benzothiazole) as well as a new method for the synthesis of the previously known 6-nitro-2-(trifluoromethyl)-1,3-benzothiazole were developed. The procedure involved the reaction of 2-(trifluoromethyl)-1,3-benzothiazole with NH4NO3 in TFAA at room temperature. An efficient method for the preparation of 2-substituted 4,5,6,7-tetrabromo-1,3-benzothiazoles based on the reaction of 2-substituted 1,3-benzothiazoles with NBS in TFA–H2SO4 at room temperature was proposed.
- Subjects
NITRATION; HALOGENATION; BENZOTHIAZOLE; TEMPERATURE; NITRO compounds
- Publication
Chemistry of Heterocyclic Compounds, 2023, Vol 59, Issue 4/5, p304
- ISSN
0009-3122
- Publication type
Article
- DOI
10.1007/s10593-023-03197-9