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Year 2020, Volume: 24 Issue: 1, 134 - 139, 01.02.2020

Hülya Çelik Onar Didem Erdoğan

https://doi.org/10.16984/saufenbilder.503046
Cited By: 1

Abstract

References

  • [1] H. Yale, M. Kalkstein, J. Med. Chem., vol.10, pp. 334, 1967. DOI: 10.1021/jm00315a010
  • [2] K. Waisser, J. Gregor, H. Dostal, J. Kunes, L. Kubicova, V. Klimesova, J. Farmaco, vol.56, pp.803, 2001. DOI:10.1016/S0014-827X(01)01134-X
  • [3] D.J. Connolly, D. Cusack, T.P. Sullivan, P.J.Guiry, Tetrahedron, vol. 61, pp. 10153, 2005. DOI:10.1016/j.tet.2005.07.010
  • [4] R.Sahu, D.S.Thakur, P.Kashyap, Int. J. Pharm. Sci. Nanotech., vol. 5(3), pp. 1757, 2012.
  • [5] K.S.S.Lamani, O.Kotresh, M.S.A.Phaniband, J.C.Kadakol, E.J.Chem., vol. 6, pp. 239, 2009. DOI: 10.1155/2009/787150
  • [6] S. Ershad, L.A. Sagathforoush, G. Karim- nezhad, S. Kangari, Int. J. Electrochem. Sci., vol. 4, pp. 846, 2009.
  • [7] Z.H. Chohan, M. Praveen, S.K.A. Sherazi, Metal-Based Drugs, vol.5/5, pp. 267, 1998. DOI: 10.1155/MBD.1998.267
  • [8] A.A. Jarrahpour, M. Motamedifar, K. Pakshir, N. Hadi, M. Zarei, Molecules, vol. 9(10), pp. 815, 2004. DOI: 10.3390/91000815
  • [9] R. Drozdnak, B. Allaert, N. Ledoux, I. Dragutan, V. Dragutan, F. Verpoort, Coordination Chemistry Reviews, vol.249, pp. 3055, 2005. DOI:10.1016/j.ccr.2005.05.003
  • [10] M. Shakir, M. Azam, S. Parveen, A.U. Khan, F. Firdaus, Spectrochim. Acta Part A: Mol.Biomol. Spectros., vol. 71/5, pp. 1851, 2009. DOI:10.1016/j.saa.2008.07.002
  • [11] N. Raman, Y.P. Raja, A. Kulandaisamy, Proc. Indian Acad. Sci. (Chem. Sci.), vol. 113/3, pp. 183,2001.
  • [12] H. Çakmak, “1,2-Bis(P-Aminofenoksi) Etan Türevi Schiff Bazları ve Metal Komplekslerinin Antioksidan Özelliklerinin İncelenmesi”, PhD Thesis, Fırat Üniversitesi, pp. 8, 2007.
  • [13] Z.H. Chohan,, H. Perrvez, S. Kausar, C.T.Supuran, Synth React Inorg Met-Org Chem., vol. 32 (3), pp. 529, 2002. DOI: 10.1081/SIM-120003793
  • [14] N.H. Al-Sha, Molecules, vol. 12 (5), pp. 1080, 2007. DOI: 10.3390/12051080
  • [15] Z.L. You,. L. Zhu H, W.S. Liu, Z. Anorg. Allg. Chem., vol. 630, pp. 1617, 2004. DOI: 10.1002/ZAAC.200400125
  • [16] B.G. Jeong, C.P. Rim, H.N. Chae, K.H. Chio, K.C. Nam, Y.K. Cho, Bull. Korean. Chem. Soc., vol. 17 (8), pp. 688, 1996.

Synthesis of novel 8-formyl-7-hydroxy-4-methylcoumarin derivatives

Year 2020, Volume: 24 Issue: 1, 134 - 139, 01.02.2020

Hülya Çelik Onar Didem Erdoğan

https://doi.org/10.16984/saufenbilder.503046
Cited By: 1

Abstract

This study was initiated by
7-hydroxy-4-methylcoumarin 1
synthesis according to the Peckmann reaction with resorcinol and
ethylacetoacetate.  This compound was
converted into 8-formyl-7-hydroxy -4-methylcoumarin 2 compound by the Duff
reaction.  This aldehyde obtained was
reacted with 6-amino-1,4-benzodioxane and 2-amino benzamide, which have their
specific biological activities, to synthesize the original two novel compounds.
While 3 (7-Hydroxy-4-methyl-8-[(2,3-dihidro-1,4-benzodioxin-6-yl)iminomethyl]-2H-1-benzopiran-2-on)
is obtained as a coumarin schiff base, ring closure was  observed at 4 (2-(2’-Hydoxy-5-methyl
coumarin-1-yl)-2,3-dihidro quinazoline-4(1H)-on). Our
compounds are thought to exhibit biological activity. Their structures were
identified by IR, 1H NMR,  13C
NMR , MS analysis.

Keywords

Schiff base coumarin Pechmann reaction Duff reaction 6-amino-1 4-benzodioxane

References

  • [1] H. Yale, M. Kalkstein, J. Med. Chem., vol.10, pp. 334, 1967. DOI: 10.1021/jm00315a010
  • [2] K. Waisser, J. Gregor, H. Dostal, J. Kunes, L. Kubicova, V. Klimesova, J. Farmaco, vol.56, pp.803, 2001. DOI:10.1016/S0014-827X(01)01134-X
  • [3] D.J. Connolly, D. Cusack, T.P. Sullivan, P.J.Guiry, Tetrahedron, vol. 61, pp. 10153, 2005. DOI:10.1016/j.tet.2005.07.010
  • [4] R.Sahu, D.S.Thakur, P.Kashyap, Int. J. Pharm. Sci. Nanotech., vol. 5(3), pp. 1757, 2012.
  • [5] K.S.S.Lamani, O.Kotresh, M.S.A.Phaniband, J.C.Kadakol, E.J.Chem., vol. 6, pp. 239, 2009. DOI: 10.1155/2009/787150
  • [6] S. Ershad, L.A. Sagathforoush, G. Karim- nezhad, S. Kangari, Int. J. Electrochem. Sci., vol. 4, pp. 846, 2009.
  • [7] Z.H. Chohan, M. Praveen, S.K.A. Sherazi, Metal-Based Drugs, vol.5/5, pp. 267, 1998. DOI: 10.1155/MBD.1998.267
  • [8] A.A. Jarrahpour, M. Motamedifar, K. Pakshir, N. Hadi, M. Zarei, Molecules, vol. 9(10), pp. 815, 2004. DOI: 10.3390/91000815
  • [9] R. Drozdnak, B. Allaert, N. Ledoux, I. Dragutan, V. Dragutan, F. Verpoort, Coordination Chemistry Reviews, vol.249, pp. 3055, 2005. DOI:10.1016/j.ccr.2005.05.003
  • [10] M. Shakir, M. Azam, S. Parveen, A.U. Khan, F. Firdaus, Spectrochim. Acta Part A: Mol.Biomol. Spectros., vol. 71/5, pp. 1851, 2009. DOI:10.1016/j.saa.2008.07.002
  • [11] N. Raman, Y.P. Raja, A. Kulandaisamy, Proc. Indian Acad. Sci. (Chem. Sci.), vol. 113/3, pp. 183,2001.
  • [12] H. Çakmak, “1,2-Bis(P-Aminofenoksi) Etan Türevi Schiff Bazları ve Metal Komplekslerinin Antioksidan Özelliklerinin İncelenmesi”, PhD Thesis, Fırat Üniversitesi, pp. 8, 2007.
  • [13] Z.H. Chohan,, H. Perrvez, S. Kausar, C.T.Supuran, Synth React Inorg Met-Org Chem., vol. 32 (3), pp. 529, 2002. DOI: 10.1081/SIM-120003793
  • [14] N.H. Al-Sha, Molecules, vol. 12 (5), pp. 1080, 2007. DOI: 10.3390/12051080
  • [15] Z.L. You,. L. Zhu H, W.S. Liu, Z. Anorg. Allg. Chem., vol. 630, pp. 1617, 2004. DOI: 10.1002/ZAAC.200400125
  • [16] B.G. Jeong, C.P. Rim, H.N. Chae, K.H. Chio, K.C. Nam, Y.K. Cho, Bull. Korean. Chem. Soc., vol. 17 (8), pp. 688, 1996.
There are 16 citations in total.

Details

Primary Language English
Subjects Chemical Engineering
Journal Section Research Articles
Authors

Hülya Çelik Onar 0000-0003-2573-5751

Didem Erdoğan This is me

Publication Date February 1, 2020
Submission Date December 26, 2018
Acceptance Date September 24, 2019
Published in Issue Year 2020 Volume: 24 Issue: 1

Cite

APA Çelik Onar, H., & Erdoğan, D. (2020). Synthesis of novel 8-formyl-7-hydroxy-4-methylcoumarin derivatives. Sakarya University Journal of Science, 24(1), 134-139. https://doi.org/10.16984/saufenbilder.503046
AMA Çelik Onar H, Erdoğan D. Synthesis of novel 8-formyl-7-hydroxy-4-methylcoumarin derivatives. SAUJS. February 2020;24(1):134-139. doi:10.16984/saufenbilder.503046
Chicago Çelik Onar, Hülya, and Didem Erdoğan. “Synthesis of Novel 8-Formyl-7-Hydroxy-4-Methylcoumarin Derivatives”. Sakarya University Journal of Science 24, no. 1 (February 2020): 134-39. https://doi.org/10.16984/saufenbilder.503046.
EndNote Çelik Onar H, Erdoğan D (February 1, 2020) Synthesis of novel 8-formyl-7-hydroxy-4-methylcoumarin derivatives. Sakarya University Journal of Science 24 1 134–139.
IEEE H. Çelik Onar and D. Erdoğan, “Synthesis of novel 8-formyl-7-hydroxy-4-methylcoumarin derivatives”, SAUJS, vol. 24, no. 1, pp. 134–139, 2020, doi: 10.16984/saufenbilder.503046.
ISNAD Çelik Onar, Hülya - Erdoğan, Didem. “Synthesis of Novel 8-Formyl-7-Hydroxy-4-Methylcoumarin Derivatives”. Sakarya University Journal of Science 24/1 (February 2020), 134-139. https://doi.org/10.16984/saufenbilder.503046.
JAMA Çelik Onar H, Erdoğan D. Synthesis of novel 8-formyl-7-hydroxy-4-methylcoumarin derivatives. SAUJS. 2020;24:134–139.
MLA Çelik Onar, Hülya and Didem Erdoğan. “Synthesis of Novel 8-Formyl-7-Hydroxy-4-Methylcoumarin Derivatives”. Sakarya University Journal of Science, vol. 24, no. 1, 2020, pp. 134-9, doi:10.16984/saufenbilder.503046.
Vancouver Çelik Onar H, Erdoğan D. Synthesis of novel 8-formyl-7-hydroxy-4-methylcoumarin derivatives. SAUJS. 2020;24(1):134-9.

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