Synthesis and characterization of new (2E,2'E)-3,3'-(((3-hydroxypropane-1,2-diyl)bis(oxy))bis (2,1-phenylene))bis(1-phenylprop-2-en-1-one) and its transformation into 2,3-bis(2-(1,3-diphenyl-4,5-dihydro-1H-pyrazol-5-yl)phenoxy)propan-1-ol

Banaei, Alireza; Karimi, Soheyla; Minaei, Somayeh; Pourbasheer, Eslam

Document Type : Original Research Article

Authors

Department of Chemistry, Payame Noor University, P.O. BOX 19395-4697 Tehran, Iran

Abstract

In this paper, new (2E, 2'E)-3, 3'-(((3- hydroxypropane-1, 2-diyl) bis (oxy)) bis (2, 1-phenylene)) bis (1-phenylprop-2-en-1-one) (2a) was prepared in good yield by condensation reaction of acetophenone with bisaldehyde (1a) in ethanolic NaOH solutions at room temperature. The (2E, 2'E)-3, 3'-(((3- hydroxypropane-1, 2-diyl) bis (oxy)) bis (2, 1-phenylene)) bis (1-phenylprop-2-en-1-one) (2a) was immediately reacted with phenyl hydrazine under refluxing conditions in the presence of potassium hydroxide to obtain the corresponding 2, 3-bis (2-(1, 3-diphenyl-4, 5-dihydro-1H-pyrazol-5-yl) phenoxy) propan-1-ol (3a). The newly synthesized compounds confirmed by melting point and TLC and their structure were established by various analytical techniques such as IR, 1H-NMR, 13C-NMR and elemental analysis.

Graphical Abstract

Keywords

Main Subjects

Organic chemistry

References

[1] S.Y. Hassan, J. Braz. Chem. Soc., 2011, 22, 1286-1298.

[2] M. Yusuf, P. Jain, Arab J Chem., 2011, 1-44.

[3] P. Gothwal, G. Malhotra,Y.K. Srivastava, IJGHC, 2012, 1, 39-45.

[4] J.D. Mahale, S.C. Manoja, N.G. Belsare, P.R. Rajput, Indian J. Chem., 2010, 49 B, 505-511.

[5] S.Nimbalkar,Int J Chem.,2012, 4, 108-115.

[6] P.M. Rachmale, IJPSR, 2012, 3 (3),901-908.

[7] A.N.Mayekar, H. Li, H.S. Yathirajan, B. Narayana, N. SuchethaKumari, Int J Chem.,2010, 2, 114-123.

[8] S. Kumar, S. Bawa, S. Drabu, R. Kumar, H. Gupta,Recent Pat Antiinfect Drug Discov ,2009, 4, 154-163.

[9] K.A. Parmar, J.R. Vihol, Y.M. Dabhi, Sh. D. Sutariya, J. Chem. Pharm. Res., 2012, 4(3), 1584-1588.

[10] N.M. Abunada, H.M. Hassaneen, N.G. Kandile, O.A. Miqdad, Molecules,2008, 13, 1011-1024.

[11] S. Shah N.N, H.M. Ziauddin, M. Zameer, Sh.S. Hingole, M.A.Baseer, J. Chem. Pharm. Res., 2010, 2(6),441-445.

[12] B. Dipankar, C. Hirakmoy, B. Asish, C. Abhijit, Int. Res J Pharm. App Sci., 2011, 1(1), 68-80.

[13] F.F. Barsoum, H.M. Hosni, A.S. Girgis, Bioorg. Med. Chem., 2006, 14, 3929-3937.

[14] M. Rani, M. Yusuf, S.A. Khan, P.P. Sahota, G. Pandove, Arab J Chem., 2011, 1-7.

[15] B. Insuasty, H. Martinez, J. Quiroga, R. Abonía,M.Nogueras, J. Cobo, J. Heterocyclic Chem., 2008, 45, 1521-1524.

Iranian chemical communication

Synthesis and characterization of new (2E,2'E)-3,3'-(((3-hydroxypropane-1,2-diyl)bis(oxy))bis (2,1-phenylene))bis(1-phenylprop-2-en-1-one) and its transformation into 2,3-bis(2-(1,3-diphenyl-4,5-dihydro-1H-pyrazol-5-yl)phenoxy)propan-1-ol

References

References

Volume 5, Issue 1, pp. 1-120, Serial No. 14
January 2017
Pages 1-6

Synthesis and characterization of new (2E,2'E)-3,3'-(((3-hydroxypropane-1,2-diyl)bis(oxy))bis (2,1-phenylene))bis(1-phenylprop-2-en-1-one) and its transformation into 2,3-bis(2-(1,3-diphenyl-4,5-dihydro-1H-pyrazol-5-yl)phenoxy)propan-1-ol

References

References

Volume 5, Issue 1, pp. 1-120, Serial No. 14January 2017Pages 1-6

Volume 5, Issue 1, pp. 1-120, Serial No. 14
January 2017
Pages 1-6