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A fully automated, multistep flow synthesis of 5-amino-4-cyano-1,2,3-triazoles†
Organic & Biomolecular Chemistry Pub Date : 01/31/2011 00:00:00 , DOI:10.1039/C0OB00815J
Abstract

Having demonstrated in the preceding publication the flow synthesis of aryl azides, we describe here a general protocol for the in-line purification of these versatile intermediates. As part of this investigation, we evaluated the use of ReactIR 45m as a tool for real-time detection of hazardous azide contaminants. This azide synthesis and purification process was then incorporated into a multistep flow sequence to generate a small collection of 5-amino-4-cyano-1,2,3-triazoles directly from aniline starting materials in a fully automated fashion.

Graphical abstract: A fully automated, multistep flow synthesis of 5-amino-4-cyano-1,2,3-triazoles
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