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
收藏
页码：288 / 291
页数：4
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