Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Reissert Reaction of Oxazole N-Oxides
YOSHINOBU GOTOMOTOYOSHI YAMAZAKI
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1970 Volume 18 Issue 4 Pages 756-762

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Abstract
The preparations of the so-called Reissert compounds of oxazole N-oxides were reported. Reactions of 2, 4, 5-tri-substituted oxazole N-oxides with potassium cyanide in the presence of benzoyl chloride afforded the Reissert compounds, i.e. N-benzoyloxy-2-cyano-4, 5-dimethyl-2-phenyl-(VII), 2-anisyl-N-benzoyloxy-2-cyano-4, 5-dimethyl-(XII), N-benzoyloxy-2-cyano-4-methyl-2, 5-diphenyl-(XIII) and 2-anisyl-N-benzoyloxy-2-cyano-5-methyl-4-phenyl-2, 3-dihydro-oxazole (XIV) respectively. The structures of these four compounds were determined by their chemical behavior and spectral data. Mass spectral data of VII, XII, XIII and XIV were recorded and discussed on their fragmentations.
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© The Pharmaceutical Society of Japan
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