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Überraschende Umlagerungen eines 1,2,5,7-Benzothiatriazonins


Schläpfer-Dähler, Marlise; Bieri, Jost H; Heimgartner, Heinz (1984). Überraschende Umlagerungen eines 1,2,5,7-Benzothiatriazonins. CHIMIA International Journal for Chemistry, 38:316-319.

Abstract

Sodium borohydride reduction of 1,2,5,7-benzotriazonine 3 yields two isomeric products 4 and 5 (Scheme 1) whereas a third isomer 7 has been obtained after heating 3 in methanol and subsequent reduction of the intermediate 6 with sodium borohydride. The structure of 7 has been confirmed by X-ray crystallography. Tentative reaction mechanisms for the unexpected rearrangements to 5 and 6 are given in Schemes 3 and 4.

Abstract

Sodium borohydride reduction of 1,2,5,7-benzotriazonine 3 yields two isomeric products 4 and 5 (Scheme 1) whereas a third isomer 7 has been obtained after heating 3 in methanol and subsequent reduction of the intermediate 6 with sodium borohydride. The structure of 7 has been confirmed by X-ray crystallography. Tentative reaction mechanisms for the unexpected rearrangements to 5 and 6 are given in Schemes 3 and 4.

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Language:German
Date:1984
Deposited On:02 Jul 2014 14:37
Last Modified:05 Apr 2016 17:56
Publisher:Swiss Chemical Society
ISSN:0009-4293
Funders:Schweizerischer Nationalfonds zur Förderung der wissenschaftlichen Forschung, F. Hoffmann-La Roche & Co. AG, Basel

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