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- W1512769172 abstract "Acetylated and benzoylated benzoylthiacetamide 1a,b reacts with hydroxylamine hydrochloride in refluxing ethanol to yield 3 - acetylamino - and 3 - benzoylamino - 5 - phenyl - isoxazoles 2a,b, while 3 -phenacyloxime - 5 - substituted - 1, 4a,b are formed in the presence of sodium acetate or in pyridine. When refluxed in ethanol containing small amounts of concentrated hydrochloric acid, the above 1,2,4-oxadiazoles 4a, b rearrange to the corresponding isoxazoles 2a, b. The reaction in pyridine has been studied at 35° by using 1H and 13C NMR spectroscopy. It has been possible to detect an adduct between the carbinolamine intermediate, resulting from the addition of hydroxylamine to the keto carbonyl group, and the starting thiamide." @default.
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- W1512769172 date "1981-01-01" @default.
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- W1512769172 title "Synthesis of 5-substituted-3-phenacyloxime-1,2,4-oxadiazoles from acetylated or benzoylated benzoylthiacetamide with hydroxylamine hydrochloride" @default.
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- W1512769172 doi "https://doi.org/10.1016/s0040-4020(01)92460-3" @default.
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