dc.contributor.author |
Scholtz, Chantal
|
|
dc.contributor.author |
Riley, Darren L.
|
|
dc.date.accessioned |
2022-12-01T12:40:01Z |
|
dc.date.available |
2022-12-01T12:40:01Z |
|
dc.date.issued |
2021 |
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dc.description.abstract |
The comparison of an improved conventional batch mode synthesis of the nonsteroidal anti-inflammatory COX-2 inhibitor celecoxib with its flow chemistry alternative is reported. The stepwise and continuous flow synthesis of celecoxib was achieved by means of a Claisen condensation to access 4,4,4-trifluoro-1-(4-methyl-phenyl)-butane-1,3-dione followed by a cyclo-condensation reaction with 4-sulfamidophenylhydrazine hydrochloride to obtain the pyrazole moiety. A batch process was developed with improved work-up and purification (90% yield). This was successfully translated to flow in yields of 90–96% with greatly shortened reaction times (20 h vs. 1 h) and reduced chemical exposure. |
en_US |
dc.description.department |
Chemistry |
en_US |
dc.description.librarian |
hj2022 |
en_US |
dc.description.uri |
https://pubs.rsc.org/en/journals/journalissues/re |
en_US |
dc.identifier.citation |
Scholtz, C. & Riley, D.L. 2021, 'Improved batch and flow syntheses of the nonsteroidal anti-inflammatory COX-2 inhibitor celecoxib', React. Chem. Eng., vol. 6, no. 1, pp. 138-146, https://doi.org/10.1039/D0RE00346H. |
en_US |
dc.identifier.issn |
2058-9883 (online) |
|
dc.identifier.other |
10.1039/D0RE00346H |
|
dc.identifier.uri |
https://repository.up.ac.za/handle/2263/88587 |
|
dc.language.iso |
en |
en_US |
dc.publisher |
Royal Society of Chemistry |
en_US |
dc.rights |
© The Royal Society of Chemistry 2021 [12 months] |
en_US |
dc.subject |
Improved batch syntheses |
en_US |
dc.subject |
Improved flow syntheses |
en_US |
dc.subject |
Nonsteroidal anti-inflammatory COX-2 inhibitor celecoxib |
en_US |
dc.subject |
Flow chemistry alternative |
en_US |
dc.title |
Improved batch and flow syntheses of the nonsteroidal anti-inflammatory COX-2 inhibitor celecoxib |
en_US |
dc.type |
Postprint Article |
en_US |