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2,3,4,5,6,7-Hexahydro-9,10-dimethoxy-l,2-benzothiazonin-3-one 1,1-dioxide


Linden, Anthony; Todorova, Tonya R; Heimgartner, Heinz (1999). 2,3,4,5,6,7-Hexahydro-9,10-dimethoxy-l,2-benzothiazonin-3-one 1,1-dioxide. Acta Crystallographica. Section C: Crystal Structure Communications, 55:1375-137.

Abstract

The amide group in the nine-membered ring of the title compound, C13H17NO5S, has the trans conformation. The molecules are linked into infinite one-dimensional chains by bifurcated intermolecular N-H...O hydrogen bonds involving the amide O atom and one of the sulfonyl O atoms of the same neigh- bouring molecule. The compound was prepared by the Friedel-Crafts acylation of 1,2-dimethoxybenzene and glutaric acid anhydride, followed by reduction of the aryl ketone, esterification, chlorosulfonation, treatment with ammonia, saponification and cyclization of the corresponding 5-(2-sulfamoylphenyl)butanoic acid.

Abstract

The amide group in the nine-membered ring of the title compound, C13H17NO5S, has the trans conformation. The molecules are linked into infinite one-dimensional chains by bifurcated intermolecular N-H...O hydrogen bonds involving the amide O atom and one of the sulfonyl O atoms of the same neigh- bouring molecule. The compound was prepared by the Friedel-Crafts acylation of 1,2-dimethoxybenzene and glutaric acid anhydride, followed by reduction of the aryl ketone, esterification, chlorosulfonation, treatment with ammonia, saponification and cyclization of the corresponding 5-(2-sulfamoylphenyl)butanoic acid.

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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:English
Date:1999
Deposited On:05 Nov 2013 16:29
Last Modified:05 Apr 2016 17:06
Publisher:Wiley-Blackwell
ISSN:0108-2701
Funders:Swiss National Science Foundation, F. Hoffmann-La Roche AG, Basel
Publisher DOI:https://doi.org/10.1107/S0108270199007489

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