Authors:
David Cantillo NAWI Graz, Heinrichstrasse 28, 8010 Graz, Austria
Research Center Pharmaceutical Engineering (RCPE), Inffeldgasse 13, 8010 Graz, Austria

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Phillip A. Inglesby Silk Road Business Park, Macclesfield, SK10 2NA, United Kingdom

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Alistair Boyd Silk Road Business Park, Macclesfield, SK10 2NA, United Kingdom

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C. Oliver Kappe NAWI Graz, Heinrichstrasse 28, 8010 Graz, Austria
Research Center Pharmaceutical Engineering (RCPE), Inffeldgasse 13, 8010 Graz, Austria

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A safe and scalable procedure for the synthesis of 2-oxopropanethioamide, an intermediate in the synthesis of a potent β-secretase (BACE-1) inhibitor, from the reaction of acetyl cyanide with hydrogen sulfide gas under continuous-flow conditions has been developed. The toxic gas could be accurately dosed using a mass-flow controller or a peristaltic pump. The reaction proceeded smoothly at room temperature in the presence of a small amount of triethylamine as basic catalyst. After a residence time of 15 min, excellent yield (96%) and purity (>99%) were obtained for the target compound. The high reaction selectivity permitted a simple workup procedure consisting of evaporation of all volatiles.

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Journal of Flow Chemistry
Language English
Size A4
Year of
Foundation
2011
Volumes
per Year
1
Issues
per Year
4
Founder Áramlásos Kémiai Tudományos Társaság
Founder's
Address
H-1031 Budapest, Hungary Záhony utca 7.
Publisher Akadémiai Kiadó
Springer Nature Switzerland AG
Publisher's
Address
H-1117 Budapest, Hungary 1516 Budapest, PO Box 245.
CH-6330 Cham, Switzerland Gewerbestrasse 11
Responsible
Publisher
Chief Executive Officer, Akadémiai Kiadó
ISSN 2062-249X (Print)
ISSN 2063-0212 (Online)