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Synthesen von α,β-ungesättigten 2-(2-Oxo-benzazolin-3-yl)-3-hydroxy-dithio-carbonsäure-alkylestern und entsprechend substituierten Keten-S,S-acetalen sowie deren Kristall- und Molekülstruktur

Synthesis of alkyl 2-(2-oxo-benzazoline-3-yl)-3-hydroxy α,β-unsaturated dithiocarboxylates and the corresponding ketene dithioacetals. Their crystal and molecular structures

  • Organische Chemie Und Biochemie
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Summary

The new alkyl 2-(2-oxo-benzazoline-3-yl)-3-hydroxy dithiocrotonates and dithiocinnamates4 and the corresponding ketene dithioacetals2 and5 are obtained by dithiocarboxylation of the 3-acceptormethyl substituted benzazoline-2-ones1 or3. Alkylation at room temperature gives compounds4 whereas at higher alkylation temperature2 or5 are formed. The results of X-ray analyses performed for methyl 3-hydroxy-p-chloro-dithiocinnamate4d and of N-[1-(4-chloro-benzoyl)-2,2-bis(methylthio)-vinyl]-benzothiazoline-2-one5e are discussed.

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Authors and Affiliations

  1. Institut für Organische Chemie, Martin-Luther-Universität Halle-Wittenberg, D-O-4010, Halle/Saale, Bundesrepublik Deutschland

    W. Dölling & K. Kischkies

  2. Institut für Physikalische Chemie, Martin-Luther-Universität Halle-Wittenberg, D-O-4010, Halle/Saale, Bundesrepublik Deutschland

    F. Heinemann & H. Hartung

Authors
  1. W. Dölling
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  2. K. Kischkies
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  3. F. Heinemann
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  4. H. Hartung
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Dölling, W., Kischkies, K., Heinemann, F. et al. Synthesen von α,β-ungesättigten 2-(2-Oxo-benzazolin-3-yl)-3-hydroxy-dithio-carbonsäure-alkylestern und entsprechend substituierten Keten-S,S-acetalen sowie deren Kristall- und Molekülstruktur. Monatsh Chem 124, 707–719 (1993). https://doi.org/10.1007/BF00817307

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  • DOI: https://doi.org/10.1007/BF00817307

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