Peer-Reviewed Journal Details
Mandatory Fields
Dennehy, Olga C.; Lynch, Denis; Collins, Stuart G.; Maguire, Anita R.; Moynihan, Humphrey A.
2020
May
Organic Process Research & Development
Scale-up and optimization of a continuous flow synthesis of an α-thio-βchloroacrylamide
Validated
Optional Fields
Continuous processing Flow chemistry Process impurities α-thio-βchloroacrylamides
Use of continuous flow processing to undertake a multistep chlorination cascade has been achieved with effective inline work-up and end-of-line crystallization in batch leading to isolation of α-thio-β-chloroacrylamide Z-3 in pure form from a complex reaction mixture, exploiting the advantage of efficient heat transfer in flow. During the development of a continuous flow strategy for the production of appreciable quantities of the α-thio-β-chloroacrylamides, difficulties surrounding a labour and resource intensive work-up followed by final product isolation were addressed. A greener solvent choice was applied to the chemical synthesis which enabled inline purification and separation, resulting in the crystallization of pure product directly from the reaction mixture. This process was readily scalable and demonstrated control over impurity formation and removal, which is key in an industrial setting.
1083-6160
https://pubs-acs-org.ucc.idm.oclc.org/doi/10.1021/acs.oprd.0c00079
10.1021/acs.oprd.0c00079
Grant Details