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Synthesis 2006(24): 4118-4120
DOI: 10.1055/s-2006-950356
DOI: 10.1055/s-2006-950356
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New York
Synthesis of Chlorothioformates from Xanthates
Weitere Informationen
Received
26 May 2006
Publikationsdatum:
02. November 2006 (online)
Publikationsverlauf
Publikationsdatum:
02. November 2006 (online)
Abstract
The Vilsmeier reagent derived from N-formylmorpholine produces chlorothioformates from primary and secondary alkyl xanthates. The major side products are the corresponding alkyl chlorides. Secondary alkyl chlorothioformates give lower yields due to their instability. Treating xanthates with other common chlorinating agents (oxalyl chloride, thionyl chloride) gives only dialkyl thiodicarbonates.
Key words
halogenation - xanthate desulfurization - Vilsmeier reagent - chlorothioformate synthesis - chlorothionocarbonates
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