Diazoacetonitrile: Safe and Green Synthesis through Continuous Processing

Diazo compounds, although possessing unique reactivity, have been widely rejected due to their highly hazardous preparation protocols. Diazoacetonitrile (DAN), a relatively stable diazo compound, has been overlooked despite its potential in chemical synthesis. The present study describes a microflow...

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Bibliographic Details
Published in:Chemie ingenieur technik 2024-05, Vol.96 (5), p.652-657
Main Authors: Bošković, Dušan, Loebbecke, Stefan, Panić, Slobodan, Piscopo, Calogero Giancarlo, Radulescu, Ligia Johanna, Schwarzer, Maud
Format: Article
Language:English
Subjects:
Continuous processing
Diazo compounds
Green chemistry
Hazardous chemistry
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Summary:Diazo compounds, although possessing unique reactivity, have been widely rejected due to their highly hazardous preparation protocols. Diazoacetonitrile (DAN), a relatively stable diazo compound, has been overlooked despite its potential in chemical synthesis. The present study describes a microflow process for the simultaneous preparation of DAN in aqueous solution and its extraction in dichloromethane. The DAN productivity was optimized in terms of solvent, temperature, residence time, and pressure. This experimental work represents a breakthrough in delivering DAN continuously in a stable CH2Cl2 solution, enabling its utilization as a versatile building block for various synthetic processes and contributing to the development of new green synthetic processes. A cutting‐edge microflow process was developed to produce diazoacetonitrile safely and continuously. This innovative approach eliminates hazardous preparation protocols, advancing green synthesis and expanding the utilization of diazoacetonitrile as a versatile building block in various chemical processes.
ISSN:0009-286X
1522-2640
DOI:10.1002/cite.202300187