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SiO2 Supported Synthesis of N, N Disubstituted Cinnamamides

Author Affiliations

  • 1Research laboratory of Chemistry, AEC, Chikhli, Dist-Buldana, 443201, M.S., INDIA

Res.J.chem.sci., Volume 4, Issue (5), Pages 56-58, May,18 (2014)

Abstract

In the present work SiO2 was use as solid support for reactants, which increases the rate of reaction and also support the easy separation of target product from phosphine oxide. Witting reagent (Phosphorous ylide) and aromatic aldehydes supported on SiO2 were treated under microwave irradiations to obtained respective N, N disubstituted Cinnamamide. This synthetic route was found to be convenient and energy efficient.

References

  1. Kay P.,Direct fluorescence detection of non-steroidal anti-inflammatory agents separated by TLC with 9-isothiocyanatoacridine derivatives, Chem.Ber.,26,2848(1893)
  2. Balsamo A., Crotti P. and Macchia F,Synthesis, conformation, and pharmacological properties of 1-(2,5-dimethoxyphenyl)-2-aminoethanols and their morpholine analogues, J Med Chem.,26(2), 254-259 (1983)
  3. Robert B.M., Central Nervous System Depressants. VII.Pyridyl Coumarins, J.Med.Chem, 7(), 446-449 (1964)
  4. Balsamo A.,Crotti P. and Macchia F.,Synthesis and proton nuclear magnetic resonance spectra of diastereoisomeric ethyl 3-hydroxy-2-methyl-3-(-substituted phenyl)butyrates,J. Chem. Soc., Perkin Trans., 1, 2548-2550 (1974)
  5. Gill G.B. and Reynolds S.J., Cobalt-mediated reactions. A new synthetic approach to -, - and lactams,Tetrahedron Letters,30(24),3229-3232 (1989)
  6. Jiang X. and Zhen Y., Cinnamamide, an antitumor agent with low cytotoxicity acting on matrix metalloproteinase, Anticancer Drugs,11(1),49-54(2000)
  7. Sheng Chang,Yong-Kui Jing and Jin-Hua Dong, Design and Synthesis of Novel 2-Phenylaminopyrimidine (PAP) Derivatives and Their Antiproliferative Effects in Human Chronic Myeloid Leukemia Cells, Molecules14, 4166-4179(2009)
  8. Lewis F.D. Elbert J.E. and Hale P.D.,Structure and photoisomerization of E and Z cinnamamides and their lewis acid complexes, J.Org.Chem.,66,553-561(1991)
  9. Smith K.E.and Eills H., Solid supports and catalysts in organic synthesis, NewYork(1992)
  10. Kumudini B, Bharat P and Sharma V.K., Microwave induced synthesis and antimicrobial activities of various substituted pyrazolidines from chalcone, Res. J. Chem. Sci.,4(2), 68-74, February (2014)
  11. Burgess K.E., Solid phase Organic synthesis, Wiley, New York(2000)
  12. Kates S.A and Abericlo F., Solid phase synthesis-A practicle guide, New York(2000)
  13. Sharma C.K. and Kanwar S.S., Synthesis of methyl cinnamate using immobilized lipase from B. licheniformis MTCC-10498,Res. J. Recent Sci.,1(3), 68-71, (2012)
  14. Makama B.Y., Samarium (II) Iodide Mediated Synthesis of 3,5-dimethyl-hexahydrocyclopenta[b]furnan-2-one, Res. J. Recent Sci.,1(7), 87-89(2012)
  15. Shinde Santosh S. and Jachak Madhukar N.,Synthesis and fluorescent behavior of Pyran and Pyridine-3, 5-dicarbonitrile derivativesRes.J.Recent.Sci,1(ISC-2011)67-72 (2012)
  16. Amita S.R.,Lalitha S. and Ravivarma S.,Synthesis and in vitroAntimicrobial Evaluation of 5-Acetamido-2'-Hydroxy Chalcone derivatives, Res. J. Chem. Sci.,4(2), 56-59, (2014)