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An Unexpected Discovery in the Willgerodt‐Kindler Reaction of Acetophenone––the Formation of the 4‐(Benzoylthio‐carbonyl)morpholine
Author(s) -
Liu WeiWei,
Zhao YueQiang,
Xu RuiBo,
Tang LiJuan,
Hu HongWen
Publication year - 2006
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.200690278
Subject(s) - morpholine , chemistry , acetophenone , ketone , organic chemistry , stereochemistry , medicinal chemistry , catalysis
The Willgerodt‐Kindler reaction of acetophenone was studied. Apart from the normal product 4‐(benzylthiocarbonyl)morpholine, another product 4‐(benzoylthiocarbonyl)morpholine was obtained unexpectedly. The structure of the latter was confirmed by IR, 1 H NMR spectra and X‐ray diffraction analysis. The mechanism of the reaction was discussed.