Synthesis of 5-Substituted 1H-Tetrazoles from Nitriles and Hydrazoic Acid by Using a Safe and Scalable High-Temperature Microreactor Approach

被引：161
|
作者：
Gutmann, Bernhard [2 ,3 ]
Roduit, Jean-Paul [1 ]
Roberge, Dominique [1 ]
Kappe, C. Oliver [2 ,3 ]
机构：
[1] Lonza AG, Microreactor Technol, CH-3930 Visp, Switzerland
[2] Karl Franzens Univ Graz, CDLMC, A-8010 Graz, Austria
[3] Karl Franzens Univ Graz, Inst Chem, A-8010 Graz, Austria
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2010年 / 49卷 / 39期
关键词：
cycloaddition; hydrazoic acid; microreactors; process intensification; tetrazoles; POT TANDEM REACTIONS; TETRAZOLE FORMATION; CATALYZED SYNTHESIS; HETEROGENEOUS CATALYST; TRIMETHYLSILYL AZIDE; EFFICIENT SYNTHESIS; DIRECT CONVERSION; ORGANIC NITRILES; AQUEOUS-MEDIA; SODIUM-AZIDE;
D O I：
10.1002/anie.201003733
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Harnessing hydrazoic acid in a microreactor! Tetrazoles have been synthesized in a very efficient manner by using a high-temperature/high-pressure process intensification regime. Despite the toxic and explosive nature of hydrazoic acid, the synthesis was conducted safely in continuous flow format with residence times as short as 2.5 minutes at 260□°C (see picture). © 2010 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码：7101 / 7105
页数：5
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