Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Synthetic Route for New (Z)-5-[4-(2-Chloroquinolin-3-yl) Methoxy]benzylidinethiazolidine-2,4-diones

  • Jawale, Dhanaji V. (Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University) ;
  • Pratap, Umesh R. (Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University) ;
  • Mane, Ramrao A. (Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University)
  • Received : 2011.02.04
  • Accepted : 2011.05.07
  • Published : 2011.07.20
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Abstract

Synthetic route has been developed for the synthesis of new (Z)-5-[4-(2-chloroquinolin-3-yl) methoxy]benzyl-idinethiazolidine-2,4-diones (6a-h) starting from 2-chloro-3-hydroxymethyl quinolines (2a-h). The hydroxy methyl quinolines on tosylation yielded (3a-h). Condensation of the tosyl intermediates with 4-hydroxy benzaldehydes has been carried in DMF in presence of $K_2CO_3$ and obtained 4-quinolinyl methoxy benzaldehydes (4a-h). Conveniently Knoevenagel condensation of quinolinyl methoxy benzaldehydes (4a-h) and 2, 4-thiazolidinedione (5) has been carried in PEG-400 in presence of L-proline and obtained better yields of the titled compounds (6a-h).

Keywords

References

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