Synthesis and characterization of new fatty Schiff base ethers of  4-((pyridin-3-ylmethylimino)methyl)phenol

Mohini Yarra; Badari Narayana Prasad Rachapudi; Sri Lakshmi Karuna Mallampalli

doi:10.5155/eurjchem.5.2.260-262.992

European Journal of Chemistry 2014, 5(2), 260-262 | doi: https://doi.org/10.5155/eurjchem.5.2.260-262.992 | Get rights and content

OPEN ACCESS |

PEER-REVIEWED | RESEARCH ARTICLE | DOWNLOAD PDF | VIEW FULL-TEXT PDF | TOTAL VIEWS

Synthesis and characterization of new fatty Schiff base ethers of 4-((pyridin-3-ylmethylimino)methyl)phenol

Mohini Yarra ⁽¹⁾

, Badari Narayana Prasad Rachapudi ⁽²⁾

, Sri Lakshmi Karuna Mallampalli ^(3,*)

⁽¹⁾ Centre for Lipid Research, Council of Scientific and Industrial Research, Indian Institute of Chemical Technology, Hyderabad, 500007, India
⁽²⁾ Centre for Lipid Research, Council of Scientific and Industrial Research, Indian Institute of Chemical Technology, Hyderabad, 500007, India
⁽³⁾ Centre for Lipid Research, Council of Scientific and Industrial Research, Indian Institute of Chemical Technology, Hyderabad, 500007, India
^(*) Corresponding Author

Received: 06 Dec 2013 | Revised: 18 Jan 2014 | Accepted: 19 Jan 2014 | Published: 30 Jun 2014 | Issue Date: June 2014

Abstract

A series of ten new Schiff base ethers were synthesized by etherification of Schiff base-{4-(pyridine-3-methylimino) methyl phenol} with fatty alkyl bromides of different chain lengths (C₄-C₁₈) in the presence of base with 80-85% isolated yields. All the synthesized Schiff base ethers (2a-j) were characterized by FT-IR, ¹H NMR, ¹³C NMR and Mass spectral studies. Presence of a characteristic peak for ether linkage, C-O at 1039 cm^-1 in IR spectra; a triplet around 7.67 ppm in ¹H NMR and a characteristic peak around 69.7 in case of ¹³C NMR further confirmed the structures of Schiff base ethers. The structure of all the compounds were further confirmed by their characteristic molecular ion peaks in ESI-MS.

Announcements

Our editors have decided to support scientists to publish their manuscripts in European Journal of Chemistry without any financial constraints.

1- The article processing fee will not be charged from the articles containing the single-crystal structure characterization or a DFT study between September 15, 2023 and October 31, 2023 (Voucher code: FALL2023).

2. A 50% discount will be applied to the article processing fee for submissions made between September 15, 2023 and October 31, 2023 by authors who have at least one publication in the European Journal of Chemistry (Voucher code: AUTHOR-3-2023).

3. Young writers will not be charged for the article processing fee between September 15, 2023 and October 31, 2023 (Voucher code: YOUNG2023).

Editor-in-Chief
European Journal of Chemistry

Keywords

Synthesis; Schiff base; Etherification; Schiff base ether; Pyridine derivatives; Fatty alkyl bromides

Full Text:

PDF

DOI: 10.5155/eurjchem.5.2.260-262.992

Links for Article

| | | | | | |

| | | | | | |

| | | |

Article Metrics

This Abstract was viewed 1342 times |

PDF Article downloaded 570 times

Funding information

The Council for Scientific Industrial Research-Indian Institute of Chemical Technology, India

Citations

[1]. F. M. Mashood Ahamed, Sampath Chinnam, Malathi Challa, Gurushantha Kariyanna, Ajoy Kumer, Sapana Jadoun, Ahmad Salawi, Abdullah G. Al-Sehemi, Unesco Chakma, Md. Abdullah Al Mashud, Indu Kumari
Molecular Dynamics Simulation, QSAR, DFT, Molecular Docking, ADMET, and Synthesis of Ethyl 3-((5-Bromopyridin-2-yl)Imino)Butanoate Analogues as Potential Inhibitors of SARS-CoV-2
Polycyclic Aromatic Compounds , 1, 2023
DOI: 10.1080/10406638.2023.2173618

[2]. Qiuxia Xu, Jianbai Xiao, Jianbin Zhang, Xionghui Wei
Experimental solubility and absorption mechanism of dilute SO2 in aqueous diethylene glycol dimethyl ether solution
Korean Journal of Chemical Engineering 33(12), 3493, 2016
DOI: 10.1007/s11814-016-0211-6

References

[1]. Dhar, D. N.; Taploo, C. L. J. Sci. Ind. Res. 1982, 41, 501-506.

[2]. Bringmann, G.; Dreyer, M.; Faber, J. H.; Dalsgaard, P. W.; Staerk, D.; Jaroszewski, J. W. J. Nat. Prod. 2004, 67, 743-748.
http://dx.doi.org/10.1021/np0340549

[3]. De Souza, A. O.; Galetti, F. C. S.; Silva, C. L.; Bicalho, B.; Parma, M. M.; Fonseca, S. F. Quim. Nova 2007, 30, 1563-1566.

[4]. Guo, Z.; Xing, R.; Liu, S.; Zhong, Z.; Ji, X.; Wang, L. Carbohydr. Res. 2007, 342, 1329-1332.
http://dx.doi.org/10.1016/j.carres.2007.04.006

[5]. Przybylski, P.; Huczynski, A.; Pyta, K.; Brzezinski, B.; Bartl, F. Curr. Org. Chem. 2009, 13, 124-148.
http://dx.doi.org/10.2174/138527209787193774

[6]. Azza, A. A.; Abu, H. J. Coord. Chem. 2006, 59, 157-176.
http://dx.doi.org/10.1080/00958970500266230

[7]. Sithambaram, M. K.; Prasad, D. J.; Poojary, B, Bhat, K. S.; Holla, B. S.; Kumari, N. S. Biorg. Med. Chem, 2006, 14, 7482-7489.
http://dx.doi.org/10.1016/j.bmc.2006.07.015

[8]. Panneersevm, P.; Nair, R. R.; Vijayalakshmi, G.; Subramanian, E. H.; Sridhar, S. K. Eur. J. Med. Chem. 2005, 40, 225-229.
http://dx.doi.org/10.1016/j.ejmech.2004.09.003

[9]. Sridhar, S. K.; Saravan, M.; Ramesh, A. Eur. J. Med. Chem. 2001, 36, 615-625.
http://dx.doi.org/10.1016/S0223-5234(01)01255-7

[10]. Pandeya, S.; Saravan, M.; Nath, G.; Declercq, E. Eur. J. Pharmacol. 1999, 9, 25-31.
http://dx.doi.org/10.1016/S0928-0987(99)00038-X

[11]. Rauf, A.; Parveen, H. Ind. J. Chem. 2005, 44B, 1273-1276.

[12]. Sharma, S.; Gangal, S, Rauf, A. Eur. J. Med. Chem. 2005, 40, 173-184.
http://dx.doi.org/10.1016/j.ejmech.2004.10.003

[13]. Ahmad, S. M.; Ahmad, F.; Osman, S. M.; J. Am. Oil. Chem. Soc. 1985, 62, 1578-1580.
http://dx.doi.org/10.1007/BF02541690

[14]. Khan, M. Y. W.; Ahmad, F.; Ahmad, I.; Osman, S. M. J. Am. Oil. Chem. 1983, 60, 949-950.
http://dx.doi.org/10.1007/BF02660205

[15]. Reddy, J. R. C.; Rao, B. V. S. K.; Karuna, M. S. L.; Murthy, U. S. N.; Prasad, R. B. N. J. Am. Oil. Chem. Soc. 2013, 90, 437-448.
http://dx.doi.org/10.1007/s11746-012-2177-9

[16]. Mohini, Y.; Prasad, R. B. N.; Karuna, M. S. L.; Kumar, C. G.; Poornima, M.; Sujitha, P. Med. Chem. Res. 2013, 22, 4360-4366.
http://dx.doi.org/10.1007/s00044-012-0450-y

How to cite

Yarra, M.; Rachapudi, B.; Mallampalli, S. Eur. J. Chem. 2014, 5(2), 260-262. doi:10.5155/eurjchem.5.2.260-262.992

Yarra, M.; Rachapudi, B.; Mallampalli, S. Synthesis and characterization of new fatty Schiff base ethers of 4-((pyridin-3-ylmethylimino)methyl)phenol. Eur. J. Chem. 2014, 5(2), 260-262. doi:10.5155/eurjchem.5.2.260-262.992

Yarra, M., Rachapudi, B., & Mallampalli, S. (2014). Synthesis and characterization of new fatty Schiff base ethers of 4-((pyridin-3-ylmethylimino)methyl)phenol. European Journal of Chemistry, 5(2), 260-262. doi:10.5155/eurjchem.5.2.260-262.992

Yarra, Mohini, Badari Narayana Prasad Rachapudi, & Sri Lakshmi Karuna Mallampalli. "Synthesis and characterization of new fatty Schiff base ethers of 4-((pyridin-3-ylmethylimino)methyl)phenol." European Journal of Chemistry [Online], 5.2 (2014): 260-262. Web. 28 Sep. 2023

Yarra, Mohini, Rachapudi, Badari, AND Mallampalli, Sri. "Synthesis and characterization of new fatty Schiff base ethers of 4-((pyridin-3-ylmethylimino)methyl)phenol" European Journal of Chemistry [Online], Volume 5 Number 2 (30 June 2014)

The other citation formats (EndNote | Reference Manager | ProCite | BibTeX | RefWorks) for this article can be found online at: How to cite item

DOI Link: https://doi.org/10.5155/eurjchem.5.2.260-262.992

Save to Zotero

Save to Mendeley