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

被引：2

作者：

Balabanova, S. P. ^{[1
]}

Voronin, A. A. ^{[1
]}

Churakov, A. M. ^{[1
]}

Klenov, M. S. ^{[1
]}

Tartakovsky, V. A. ^{[1
]}

机构：

[1] Russian Acad Sci, Zelinskii Inst Organ Chem, Moscow 119991, Russia

来源：

DOKLADY CHEMISTRY | 2023年 / 512卷 / 02期

基金：

俄罗斯科学基金会;

关键词：

1,2,3-triazoles; 1,2,5-oxadiazoles; amination; methylation;

D O I：

10.1134/S0012500823600669

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Methylation and amination reactions of 4 & Ncy;-[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 4 & Ncy;-[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.

引用

页码：288 / 291

页数：4

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