Publication detail

Efficient Synthesis of 5-(2-Hydroxyethyl)-2-phenylimino-1,3-thiazolidin-4-ones and 5-(2-Hydroxyethyl)-2-phenylamino-4,5-dihydro-1,3-thiazol-4-ones

Authors: Váňa Jiří | Hanusek Jiří | Růžička Aleš | Sedlák Miloš

Year: 2009

Type of publication: článek v odborném periodiku

Name of source: Journal of Heterocyclic Chemistry

Publisher name: Wiley-Blackwell

Page from-to: 635-639

Titles:

Language	Name	Abstract	Keywords
cze	Efektivní syntéza 5-(2-hydroxyethyl)-2-fenylimino-1,3-thiazolidin-4-onů a 5-(2-hydroxyethyl)-2-fenylamino-4,5-dihydro-1,3-thiazol-4-onů	Byla popsána nová metoda syntézy substitutuovaných 5-(2-hydroxyethyl)-2-fenylimino-1,3-thiazolidin-4-onů a 5-(2-hydroxyethyl)-2-fenylamino-4,5-dihydro-1,3-thiazol-4-onů vycházející z fenylthiomočovin a 3-bromtetrahydrofuran-2-onu. Reakce probíhá za mírných podmínek, je velmi jednoduše proveditelná a aplikovatelná na relativně širokou škálu substituentů v benzenovém jádře. Některé 1,3-thiazolidin-4-ony vykazují dynamické NMR chování v roztoku díky prototropii a E/Z-stereoisomerii.
eng	Efficient Synthesis of 5-(2-Hydroxyethyl)-2-phenylimino-1,3-thiazolidin-4-ones and 5-(2-Hydroxyethyl)-2-phenylamino-4,5-dihydro-1,3-thiazol-4-ones	A new method for the synthesis of substituted 5-(2-hydroxyethyl)-2-phenylimino-1,3-thiazolidin-4- ones and 5-(2-hydroxyethyl)-2-phenylamino-4,5-dihydro-1,3-thiazol-4-ones is described, starting from phenylthioureas and 3-bromotetrahydrofuran-2-one. The reaction proceeds under mild conditions, is very simple to perform, and is applicable to a relatively wide range of substituents in benzene nucleus. Some 1,3-thiazolidin-4-ones show dynamic NMR behavior in solution because of prototropy tautomerism and E/Z-stereoisomerism.	ring transformation, thiazole, synthesis

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