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3-(2-Bromo-4,5-di­methoxy­benzyl)­thia­zolidine-2,4-dione

✍ Scribed by Yathirajan, Hemmige S. ;Gaonkar, Santhosh L. ;Lokanatha Rai, Kuriya M. ;Bolte, Michael


Publisher
International Union of Crystallography
Year
2005
Tongue
English
Weight
205 KB
Volume
61
Category
Article
ISSN
1600-5368

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The title compound, C 10 H 8 N 2 O 4 S, serves as a starting material for the synthesis of antihyperglycemic pharmaceuticals. The nearly planar thiazolidine-2,4-dione ring is almost perpendicular to the nitrophenyl ring.

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In the title molecule, C 20 H 12 ClNO 4 S, the benzopyran ring system and the thiazolidine ring are planar. The dihedral angle between the chlorobenzyl and thiazolidine rings is 74.42 (8) . The crystal structure is stabilized by intermolecular C-HÁ Á ÁO hydrogen bonds.

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In the title compound, C~15~H~18~N~2~O~4~S, there is a very wide C—C—C angle [130.72 (16)°] at the methine C atom linking the two rings. A single C—H...O hydrogen bond links pairs of molecules into dimers around a twofold axis.