1952
DOI: 10.1021/jo01139a011
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Acylated 2-Iminothiazolines

Abstract: Although N, N-disubstituted-2-aminothiazoles may be prepared in good yield by treating secondary 2-thiazolylamines with alkyl or aralkyl halides in the presence of lithium amide (1, 2), only a small amount of 2-benzylaminothiazole was isolated after interaction of 2-aminothiazole with benzyl chloride and lithium amide (1). This reaction was repeated with 2-acetamidothiazole in the expectation that N-benzyl-N-(2-thiazolyl)aeetamide (I; R = methyl) might be formed in better yield, thus offering a superior route,… Show more

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Cited by 8 publications
(1 citation statement)
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“…(72%) (491) Kaye and Parris (489) found that when 2-acetamidothiazoIe (I) was treated with benzyl chloride, the expected compound (III) was not obtained. Instead, I reacted in its tautomeric form (II) to give 2-acetylimino-3-benzylthiazoline (IV) in 39 per cent yield.…”
Section: Cooc2hsmentioning
confidence: 99%
“…(72%) (491) Kaye and Parris (489) found that when 2-acetamidothiazoIe (I) was treated with benzyl chloride, the expected compound (III) was not obtained. Instead, I reacted in its tautomeric form (II) to give 2-acetylimino-3-benzylthiazoline (IV) in 39 per cent yield.…”
Section: Cooc2hsmentioning
confidence: 99%