Reactions of [2-(Bromomethyl)phenyl](4-chlorophenyl)methanone: A New Synthesis of [1,3]Thiazolo[3,2-b][2,4]benzodiazepine, Benzimidazo[1,2-b][2,4]benzodiazepine and Benzimidazo[1,2-b][2]benzazepine Derivatives

Potikha, Lyudmyla; Sypchenko, Volodymyr; Davydov, Valentyn

doi:10.17721/fujcV7I1P96-103

Reactions of [2-(Bromomethyl)phenyl](4-chlorophenyl)methanone: A New Synthesis of [1,3]Thiazolo[3,2-b][2,4]benzodiazepine, Benzimidazo[1,2-b][2,4]benzodiazepine and Benzimidazo[1,2-b][2]benzazepine Derivatives

Тип публікації :

Стаття

Дата випуску :

2019

Автор(и) :

Potikha, Lyudmyla

Sypchenko, Volodymyr

Davydov, Valentyn

Мова основного тексту :

Англійська

eKNUTSHIR URL :

https://ir.library.knu.ua/handle/15071834/25480

DOI :

10.17721/fujcV7I1P96-103

Журнал :

French-Ukrainian Journal of Chemistry

Том :

7

Випуск :

1

ISSN :

2312-3222

Початкова сторінка :

96

Кінцева сторінка :

103

Цитування :

[APA 7] Potikha, L., Sypchenko, V., & Davydov, V. (2019). Reactions of [2-(Bromomethyl)phenyl](4-chlorophenyl)methanone: A New Synthesis of [1,3]Thiazolo[3,2-b][2,4]benzodiazepine, Benzimidazo[1,2-b][2,4]benzodiazepine and Benzimidazo[1,2-b][2]benzazepine Derivatives. French-Ukrainian Journal of Chemistry, 7(1), 96–103. https://doi.org/10.17721/fujcV7I1P96-103

[ДСТУ] Potikha L., Sypchenko V., Davydov V. Reactions of [2-(Bromomethyl)phenyl](4-chlorophenyl)methanone: A New Synthesis of [1,3]Thiazolo[3,2-b][2,4]benzodiazepine, Benzimidazo[1,2-b][2,4]benzodiazepine and Benzimidazo[1,2-b][2]benzazepine Derivatives. French-Ukrainian Journal of Chemistry. 2019. Vol. 7, no. 1. P. 96—103. DOI: 10.17721/fujcV7I1P96-103 (date of access: 25.07.2026).

A new approach to the development of a number of azolo-condensed azepines and diazepines has been proposed. The method for the synthesis of [1,3]thiazolo[3,2-b][2,4]benzodiazepine, benzimidazo[1,2-b][2,4]benzodiazepineandbenzimidazo[1,2-b][2]benzazepinederivatives involves the reaction of [2-(bromomethyl)phenyl](4-chlorophenyl)methanonewith5-methyl-1,3-thiazol-2-amine, 1H-benzimidazol-2-amineand1,2-dimethyl-1H-benzimidazole. The formation of the quaternary salt of the initial diazole has been done under mild conditions in MeCN. The following intramolecular condensation has been realized by heating 2-amino azolium salts in AcOH or in Et3N as in the case of 2-methyl azolium salt. The structures of these cyclic compounds have been confirmed by mass spectrometry measurements, elemental analysis and NMR spectra.

Ключові слова :

benzimidazo[1 2-b][2]benzazepine 2-b][2 4]benzodiazepine [2-(bromomethyl)phenyl](phenyl)methanone heterocyclization [1 3]thiazolo[3

Файл(и) :

Завантажити

Формат :

Adobe PDF

Розмір :

662.02 KB

Контрольна сума :

(MD5):4683b1892ab2ce83e4ec4578c9b57236

Якщо не вказано інше, ця робота розповсюджується на умовах ліцензії Creative Commons Attribution 4.0 International