One-pot Method for Reduction of Pyrazolo[5,1-c][1,2,4]Triazine-7-diazonium Tetrafluoroborate to 7-Hydrazinyl Derivatives

被引：7

作者：

Ivanov, Sergey M. ^{[1
]}

Shestopalov, Anatoliy M. ^{[1
]}

Mironovich, Lyudmila M. ^{[2
]}

Rodinovskaya, Lyudmila A. ^{[1
]}

机构：

[1] Russian Acad Sci, ND Zelinsky Inst Organ Chem, Leninsky Prospekt 47, Moscow 119991, Russia

[2] Southwestern State Univ, St 50 Years Oktobers,94, Kursk 305040, Russia

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 2017年 / 54卷 / 05期

关键词：

REACTIVITY;

D O I：

10.1002/jhet.2874

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

New convenient one-pot method for reduction of hetarenediazonim tetrafluoroborates to the hetarylhydrazine derivatives was developed. Interaction of 8-carboxyethyl-3-(tert-butyl)-4-oxo-4,6-dihydropyrazolo[5,1-c][1,2,4]triazine-7-diazonium tetrafluoroborate with anhydrous SnCl2 in anhydrous CF3CO2H, and further sequence of one-pot operations led to formation of various derivatives of the unstable ethyl 3-(tert-butyl)-7-hydrazinyl-4-oxo-4,6-dihydropyrazolo[5,1-c][1,2,4]triazine-8-carboxylate (hydrochloride, hydrazides, hydrazones, and pyrazoles), which were isolated in high yields. The anhydrous conditions were first used with SnCl2 and allowed to exclude hydrolysis of the ester group and formation of the by-products.

引用

页码：2725 / 2732

页数：8

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