European Journal of Chemistry 2011, 2(3), 308-310 | doi: https://doi.org/10.5155/eurjchem.2.3.308-310.126 | Get rights and content

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Synthesis and optimization of methyl 5-acetyl-1,4-dihydro-2,6-dimethyl-4-(substituent benzylidene)pyridine-3-carboxylate


Rui Dong Liu (1) , Jian Zhang (2,*)

(1) College of Chemistry and Materials, South-Central University for Nationalities, Wuhan, 430074, China
(2) College of Chemistry and Materials, South-Central University for Nationalities, Wuhan, 430074, China
(*) Corresponding Author

Received: 27 May 2010 | Revised: 24 Feb 2011 | Accepted: 28 Oct 2010 | Published: 30 Sep 2011 | Issue Date: September 2011

Abstract


Two 1,4-dihydro-Hantzsch pyridine derivatives were synthesized by three steps. In the condensation step, the reaction time can be shortened to 1.5 h through using H2SO4-acetic anhydride system as a catalyst rather than the acetic acid-piperidine systemin the cyclization step, the reaction time was shortened from 20 h in ethanol to 15 h in polar aprotic solvent, and the yield of two products also was increased from 43.3% and 39.7% in traditional solvent to 93.2% and 90.1% in polar aprotic solvent.

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Editor-in-Chief
European Journal of Chemistry

Keywords


Unsymmetrical; 1,4-dihydro-Hantzsch pyridine; Condensation; Catalyst; Cyclization; Polar aprotic solvent

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DOI: 10.5155/eurjchem.2.3.308-310.126

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Funding information


South-Central University for Nationalities

Citations

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[2]. Hua Li, Deliang Zhang, Mengna Gao, Lumei Huang, Longguang Tang, Zijing Li, Xiaoyuan Chen, Xianzhong Zhang
Highly specific C–C bond cleavage induced FRET fluorescence for in vivo biological nitric oxide imaging
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References


[1]. Satish, K.; Poonam, S.; Kamal, K. Tetrahedron 2008, 64, 536-538.
http://dx.doi.org/10.1016/j.tet.2007.11.008

[2]. Javid, S. M.; Mojarrad, V. D.; Carlos, V.; Edward, E. K. Bioorg. Med. Chem. Lett. 2005, 13, 4085-4091.
http://dx.doi.org/10.1016/j.bmc.2005.03.047

[3]. Muchchinatala, M.; Vidavalur, S.; Yerra, K. R. J Mol. Catal. A: Chem. 2006, 260, 179-180.
http://dx.doi.org/10.1016/j.molcata.2006.07.024

[4]. Churchil, A. A.; Kannan, S. Appl. Catal. A: General 2008, 338, 121-125.
http://dx.doi.org/10.1016/j.apcata.2007.12.028

[5]. Shi, D. Q.; Mou, J.; Tu, S. J. Chinese J. Org. Chem. 2004, 24, 1042-1044.

[6]. Saikat, D. S.; Parasa, H.; Dllip, K. Catal. Commun. 2008, 9, 709-714.
http://dx.doi.org/10.1016/j.catcom.2007.08.008

[7]. Zhang, B. L.; He, W.; Shi, X.; Huan, M. L.; Huang, Q. J. Bioorg. Med. Chem. Lett. 2010, 20, 805-806.
http://dx.doi.org/10.1016/j.bmcl.2009.12.104

[8]. Deng, L.; Xu, M. X. Chem. Res. Appl. 2002, 14, 233-234.

[9]. Lin, C. Z.; Ko, S. K. Tetrahedron Lett. 2005, 46, 5771-5774.
http://dx.doi.org/10.1016/j.tetlet.2005.05.148

[10]. Zhang, X. Y.; Li, Y. Z.; Fan, X. S.; Qu, G. R. Chinese Chem. Lett. 2006, 17, 150-152.

[11]. Amini, M. A.; Golabchifar. A.; Dehpour A. R. Drug Res. 2002, 52, 21-26.

[12]. Dondoni, A.; Massi, A.; Minghini, E.; Bertolasi, V. Tetrahedron 2004, 60, 2311-2326.
http://dx.doi.org/10.1016/j.tet.2004.01.011

[13]. Liu, H. C.; Feng, Y. Q. Chem. Ind. Eng. 2006, 23, 88-91.


How to cite


Liu, R.; Zhang, J. Eur. J. Chem. 2011, 2(3), 308-310. doi:10.5155/eurjchem.2.3.308-310.126
Liu, R.; Zhang, J. Synthesis and optimization of methyl 5-acetyl-1,4-dihydro-2,6-dimethyl-4-(substituent benzylidene)pyridine-3-carboxylate. Eur. J. Chem. 2011, 2(3), 308-310. doi:10.5155/eurjchem.2.3.308-310.126
Liu, R., & Zhang, J. (2011). Synthesis and optimization of methyl 5-acetyl-1,4-dihydro-2,6-dimethyl-4-(substituent benzylidene)pyridine-3-carboxylate. European Journal of Chemistry, 2(3), 308-310. doi:10.5155/eurjchem.2.3.308-310.126
Liu, Rui, & Jian Zhang. "Synthesis and optimization of methyl 5-acetyl-1,4-dihydro-2,6-dimethyl-4-(substituent benzylidene)pyridine-3-carboxylate." European Journal of Chemistry [Online], 2.3 (2011): 308-310. Web. 30 Nov. 2023
Liu, Rui, AND Zhang, Jian. "Synthesis and optimization of methyl 5-acetyl-1,4-dihydro-2,6-dimethyl-4-(substituent benzylidene)pyridine-3-carboxylate" European Journal of Chemistry [Online], Volume 2 Number 3 (30 September 2011)

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