4H-[1,2,3]三唑并[4,5-c][1,2,5]恶二唑盐的甲基化和胺化反应

IF 0.8 4区化学 Q4 CHEMISTRY, MULTIDISCIPLINARY

Doklady Chemistry Pub Date : 2023-12-25 DOI:10.1134/S0012500823600669

S. P. Balabanova, A. A. Voronin, A. M. Churakov, M. S. Klenov, V. A. Tartakovsky

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引用次数: 0

摘要

摘要首次研究了 4Н-[1,2,3]三唑并[4,5-c][1,2,5]噁二唑盐（K+、Ag+、Et3NH+、DBUH+）的甲基化和胺化反应。研究表明，这些盐与 MeI 反应会产生两种甲基化产物：K 盐和 Et3N 盐产生等量的 4-异构体和 5-异构体，而 Ag 盐和 DBU 盐则主要形成 4-异构体。研究发现，4Н-[1,2,3]三唑并[4,5-c][1,2,5]恶二唑的 K 盐和 DBU 盐与 O-（对甲苯磺酰）羟胺的主要胺化产物是 4-叠氮-3-氨基-1,2,5-恶二唑。提出了通过 5-氨基-[1,2,3]三唑并[4,5-c][1,2,5]恶二唑的重排形成该物质的机理。

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Methylation and Amination of 4H-[1,2,3]Triazolo[4,5-c][1,2,5]oxadiazole Salts

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Methylation and Amination of 4H-[1,2,3]Triazolo[4,5-c][1,2,5]oxadiazole Salts

Methylation and amination reactions of 4Н-[1,2,3]triazolo[4,5-c][1,2,5]oxadiazole salts (K⁺, Ag⁺, Et₃NH⁺, DBUH⁺) have been studied for the first time. It has been shown that the reaction of these salts with MeI results in two methylation products: K and Et₃N salts produce 4- and 5-isomers in equal amounts, while Ag and DBU salts form mainly 4-isomer. It has been found that the main amination product of K and DBU salts of 4Н-[1,2,3]triazolo[4,5-c][1,2,5]oxadiazole with O-(p-tolylsulfonyl)hydroxylamine is 4-azido-3-amino-1,2,5-oxadiazole. A mechanism of its formation via rearrangement of 5-amino-[1,2,3]triazolo[4,5-c][1,2,5]oxadiazole has been proposed.

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来源期刊

Doklady Chemistry 化学-化学综合

CiteScore

1.20

自引率

12.50%

发文量

审稿时长

6-12 weeks

期刊介绍： Doklady Chemistry is a journal that publishes new research in chemistry and chemical engineering of great significance. Initially the journal was a forum of the Russian Academy of Science and published only best contributions from Russia in the form of short articles. Now the journal welcomes submissions from any country in the English or Russian language. Every manuscript must be recommended by Russian or foreign members of the Russian Academy of Sciences.