Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Pyrazolines and Oxazolines. Reaction of Arylcarbonylethylthiosulfates with Hydrazines and Hydroxylamines
MITSURU FURUKAWATAKESHI YUKISEIGORO HAYASHI
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1974 Volume 22 Issue 9 Pages 1990-1995

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Abstract
The reactions of arylcarbonylethylthiosulfates (I) with hydrazines and hydroxylamines were investigated. The compound I reacted with phenylhydrazine to give 1-phenyl-3-aryl-2-pyrazolines (II). The reaction of I with hydrazine, however, gave 1-β-arylcarbonylethyl-3-aryl-2-pyrazolines (III). On the other hand, in the reaction of I with N, N-dimethylhydrazine, demethylation occurred to afford 1-methyl-3-aryl-2-pyrazolines (IV). In the reaction of I with hydroxylamine, 3-aryl-2-isoxazolines (V) and β, β'-hydroxylamino-bis-propiophenones (VI) were obtained under refluxing conditions and at room temperature, respectively. Moreover, the reaction of I with phenylhydroxylamine gave N-arylcarbonylethylhydroxylamines (VIII).
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© The Pharmaceutical Society of Japan
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