Practical Synthesis of 2-Amino-5-fluorothiazole Hydrochloride

Practical Synthesis of 2-Amino-5-fluorothiazole Hydrochloride

The first synthesis of 2-amino-5-fluorothiazole hydrochloride is reported from 2-aminothiazole. The synthesis proceeds in 35% overall yield, involves no chromatographic purification, and has been employed to prepare multikilogram quantities of the title compound. The key fluorine-introducing step co...

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Veröffentlicht in:Organic process research & development 2006-03, Vol.10 (2), p.346-348
Hauptverfasser: Briner, Paul H, Fyfe, Matthew C. T, Martin, Pierre, Murray, P. John, Naud, Frédéric, Procter, Martin J
Format: Artikel
Sprache:eng
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Zusammenfassung:The first synthesis of 2-amino-5-fluorothiazole hydrochloride is reported from 2-aminothiazole. The synthesis proceeds in 35% overall yield, involves no chromatographic purification, and has been employed to prepare multikilogram quantities of the title compound. The key fluorine-introducing step comprises the reaction of dilithiated 2-tert-butoxycarbonylaminothiazole with N-fluorobenzenesulfonimide.
ISSN:1083-6160
1520-586X
DOI:10.1021/op0502194