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

被引：0

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

页码：304 / 308

页数：5

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