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Sci. Pharm.
Volume 69
Issue 4
10.3797/scipharm.aut-01-197
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Article

Synthese, Reaktivität und fungizide Eigenschaften von 4-Hydroxy(Alkoxy)iminooxazolidin-2-onen

by
Detlef Geffken
* and
Cordula Riederer
Institut für Pharmazie, Abteilung für Pharmazeutische Chemie, Universität Hamburg, Bundesstrasse 45, 20146 Hamburg, Germany
*
Author to whom correspondence should be addressed.
Sci. Pharm. 2001, 69(4), 265-270; https://doi.org/10.3797/scipharm.aut-01-197
Submission received: 27 August 2001 / Accepted: 1 October 2001 / Published: 28 December 2001
Versions Notes

Abstract

4-Hydroxyimino-oxazolidin-2-ones (3) were prepared by hydroxylaminolysis of 4-alkoxy-3-oxazolin-2-ones (2). Treatment of 3a with ethyl chloroformate in a molar ratio of 1:1 afforded 6, whereas the reaction 3a with two equivalents of ethyl chloroformate produced 4 and 5. By reacting 3a,d with diphosgene or thiophosgene the novel tetrahydro-oxazolo[ 4,3-c]1 ,2,4-oxadiazoles 7 could be
obtained in low yields. From the prepared novel compounds only 3a displayed a remarkable fungicidal activity at 2 ppm.
Keywords: glycoloimidates; 1,1'-carbonyldiimidazole; 4-alkoxy-3-oxazolin-2-ones; 4-hydroxyimino-oxazolidin-2-ones; ethyl chloroformate; tetrahydro-oxazolo[4,3-c]1,2,4-oxadiazoles glycoloimidates; 1,1'-carbonyldiimidazole; 4-alkoxy-3-oxazolin-2-ones; 4-hydroxyimino-oxazolidin-2-ones; ethyl chloroformate; tetrahydro-oxazolo[4,3-c]1,2,4-oxadiazoles

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MDPI and ACS Style

Geffken, D.; Riederer, C. Synthese, Reaktivität und fungizide Eigenschaften von 4-Hydroxy(Alkoxy)iminooxazolidin-2-onen. Sci. Pharm. 2001, 69, 265-270. https://doi.org/10.3797/scipharm.aut-01-197

AMA Style

Geffken D, Riederer C. Synthese, Reaktivität und fungizide Eigenschaften von 4-Hydroxy(Alkoxy)iminooxazolidin-2-onen. Scientia Pharmaceutica. 2001; 69(4):265-270. https://doi.org/10.3797/scipharm.aut-01-197

Chicago/Turabian Style

Geffken, Detlef, and Cordula Riederer. 2001. "Synthese, Reaktivität und fungizide Eigenschaften von 4-Hydroxy(Alkoxy)iminooxazolidin-2-onen" Scientia Pharmaceutica 69, no. 4: 265-270. https://doi.org/10.3797/scipharm.aut-01-197

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