The nitration and bromination of 2-(pentafluorosulfanyl)-1,3-benzothiazole and 2-(trifluoromethyl)-1,3-benzothiazole

被引：1
|
作者：
Guzyr, Olexandr I. [1 ]
Potikha, Lyudmila M. [1 ,2 ]
Shishkina, Svitlana V. [3 ]
Fetyukhin, Volodymyr N. [4 ]
Shermolovich, Yuriy G. [1 ]
机构：
[1] Natl Acad Sci Ukraine, Inst Organ Chem, 5 Akad Kukharya St, UA-02660 Kiev, Ukraine
[2] Kyiv Taras Shevchenko Natl Univ, 64 Volodymyrska St, UA-01033 Kiev, Ukraine
[3] Natl Acad Sci Ukraine, State Sci Inst, Inst Single Crystals, 60 Nauky Ave, UA-61001 Kharkiv, Ukraine
[4] Life Chem Inc, 1A Dixie Ave, Niagara On The Lake, ON L0S 1J0, Canada
来源：
CHEMISTRY OF HETEROCYCLIC COMPOUNDS | 2023年 / 59卷 / 4-5期
关键词：
benzothiazole; pentafluoropersulfurans; 2-(pentafluorosulfanyl)-1,3-benzothiazole; 2-(trifluoromethyl)-1,3-benzothiazole; bromination; nitration; CONTAINING CYANINE DYES; BENZOTHIAZOLES; DERIVATIVES;
D O I：
10.1007/s10593-023-03197-9
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
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.
引用
收藏
页码：304 / 308
页数：5
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