European Journal of Chemistry 2014, 5(1), 122-126 | doi: https://doi.org/10.5155/eurjchem.5.1.122-126.911 | Get rights and content

Issue cover





  Open Access OPEN ACCESS | Open Access PEER-REVIEWED | RESEARCH ARTICLE | DOWNLOAD PDF | VIEW FULL-TEXT PDF | TOTAL VIEWS

A microwave-assisted synthesis of 3,4-dihydropyrimidin-2(1H)-one/thione derivatives using nanocrystalline MgFe2O4 as catalyst


Chandrashekhar Arunrao Ladole (1) , Nilesh Govindrao Salunkhe (2) , Ravindra Sakharam Bhaskar (3) , Anand Shankarrao Aswar (4,*)

(1) Department of Chemistry, Sant Gadge Baba Amravati University, Amravati, 444602, India
(2) Department of Chemistry, Sant Gadge Baba Amravati University, Amravati, 444602, India
(3) Department of Chemistry, Sant Gadge Baba Amravati University, Amravati, 444602, India
(4) Department of Chemistry, Sant Gadge Baba Amravati University, Amravati, 444602, India
(*) Corresponding Author

Received: 27 Aug 2013 | Revised: 12 Oct 2013 | Accepted: 13 Oct 2013 | Published: 31 Mar 2014 | Issue Date: March 2014

Abstract


3,4-Dihydropyrimidin-2(1H)-one/thione derivatives were synthesized in moderate to high yields via one-pot three component Biginelli reaction of aldehydes, ethyl acetoacetate and urea/thiourea in the presence of nanocrystalline MgFe2O4 as an efficient catalyst, in microwave irradiation under solvent free condition. This protocol offers several advantages including good yields of products, short reaction time and easy work-up procedure.

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


Catalyst; Biginelli reaction; Microwave technique; Nanocrystalline MgFe2O4; 3,4-Dihydropyrimidinones; 3,4-Dihydropyrimidine thiones

Full Text:

PDF
PDF    Open Access

DOI: 10.5155/eurjchem.5.1.122-126.911

Links for Article


| | | | | | |

| | | | | | |

| | | |

Related Articles




Article Metrics

icon graph This Abstract was viewed 1512 times | icon graph PDF Article downloaded 773 times

Funding information


Department of Chemistry, Sant Gadge Baba Amravati University, Amravati-444602, India

Citations

/


[1]. Amr M. Abdou, S. Botros, Rasha A. Hassan, Mona M. Kamel, Douglass F. Taber, Azza T. Taher
Useful four-carbon synthons en route to monastrol analogs
Tetrahedron  71(1), 139, 2015
DOI: 10.1016/j.tet.2014.11.022
/

[2]. Yasser M. Zohny, Samir M. Awad, Maha A. Rabie, Omar A. Al-Saidan
Synthesis of Dihydropyrimidines: Isosteres of Nifedipine and Evaluation of Their Calcium Channel Blocking Efficiency
Molecules  28(2), 784, 2023
DOI: 10.3390/molecules28020784
/

[3]. M Z Naik, L Rodrigues, P S Torney, A V Salker
In3+ doped magnesium ferrite an efficient magnetic catalyst for the synthesis of functionalized quinazolinone and Henry reaction
Journal of Chemical Sciences  134(1), , 2022
DOI: 10.1007/s12039-021-02011-3
/

[4]. Noura Kichou, Ismahan Rahou, Zaid M. Elamin, Khaled Sekkoum, Nasser Belboukhari, Lazhar Bechki, Hassan Y. Aboul-Enein
Chiral Separation of 3,4-dihydropyrimidin-2(1H)-ones and 3,4-di -hydropyrimidin- 2(1H)-thiones Enantiomers by HPLC on Chiralcel®OD-H
Current Analytical Chemistry  16(3), 250, 2020
DOI: 10.2174/1573411015666190115152840
/

References


[1]. Dondoni, A.; Massi, A. Acc. Chem. Res. 2006, 39, 451-463.
http://dx.doi.org/10.1021/ar068023r

[2]. Aron, Z. D.; Overman, L. E. Chem. Commun. 2004, 3, 253-265.
http://dx.doi.org/10.1039/b309910e

[3]. Patil, A. D.; Kumar, N. V.; Kokko, W. C.; Bean, M. F.; Freyer, A. J.; Debrosse, C. J. Org. Chem. 1995, 60 (5), 1182-1188.
http://dx.doi.org/10.1021/jo00110a021

[4]. Peng, J.; Deng, Y. Tetrahedron Lett. 2001, 42, 5917-5919.
http://dx.doi.org/10.1016/S0040-4039(01)01139-X

[5]. Tu, S.; Zhu, X.; Fang, F.; Zhang, X.; Zhu, S.; Li, T.; Shi, D.; Wang, X.; Ji, S. Chin. J. Chem. 2005, 23(5), 596-598.
http://dx.doi.org/10.1002/cjoc.200590596

[6]. Rajanarendar, E.; Ramesh, P.; Mohan, G.; Kalyan R. E. J. Het. Chem. 2007, 44(2), 483-486.
http://dx.doi.org/10.1002/jhet.5570440235

[7]. Su, W.; Li, J.; Zheng, Z.; Shen, Y. Tetrahedron Lett. 2005, 46(36), 6037-6040.
http://dx.doi.org/10.1016/j.tetlet.2005.07.021

[8]. Janardhan, B.; Rajitha, B.; Crooks, P. A. J. Saudi Chem. Soc. 2012, inpress, DOI: 10.1016/j.jscs.2012.10.007.
http://dx.doi.org/10.1016/j.jscs.2012.10.007

[9]. Khabazzadeh, H.; Saidi, K.; Sheibani, H. Bioorg. Med. Chem. Lett. 2008, 18, 278-280.
http://dx.doi.org/10.1016/j.bmcl.2007.10.087

[10]. Reddy, M. M. B.; Siddaramanna, A.; Siddappa, A. B.; Thimmanna, C. G.; Pasha M. A. Chin. J. Chem. 2011, 29, 1863-1868.
http://dx.doi.org/10.1002/cjoc.201180325

[11]. Salim, S. D.; Akamanchi, K. G. Catal. Commun. 2011, 12, 1153-1156.
http://dx.doi.org/10.1016/j.catcom.2011.02.018

[12]. Reetz, M. T.; Breinbauer, R.; Wanninger, K. Tetrahedron Lett. 1996, 37(26), 4499-4502.
http://dx.doi.org/10.1016/0040-4039(96)00924-0

[13]. Kim, S. W.; Kim, M.; Lee, W. Y.; Hyeon, T. J. Am. Chem. Soc. 2002, 124 (26), 7642-7643.
http://dx.doi.org/10.1021/ja026032z

[14]. Kogan, V.; Aizenshtat, Z.; Popovitz-Biro, R.; Neumann, R. Org. Lett. 2002, 4 (20), 3529-3532.
http://dx.doi.org/10.1021/ol026689p

[15]. Ramarao, C.; Ley, S. V.; Smith, S. C.; Shirley, I. M.; De Almeida, N. Chem. Commun. 2002, 10, 1132-1133.
http://dx.doi.org/10.1039/b200674j

[16]. Park, K. H.; Son, S. U.; Chung, Y. K. Org. Lett. 2002, 4, 4361-4363.
http://dx.doi.org/10.1021/ol027089t

[17]. Son, S. U.; Park, K. H.; Chung, Y. K. J. Am. Chem. Soc. 2002, 124 (24), 6838-6839.
http://dx.doi.org/10.1021/ja0260420

[18]. Verma, A. K.; Kumar, R.; Chaudhary, P.; Saxena, A.; Shankar, R.; Mozumdar, S.; Chandra, R. Tetrahedron Lett. 2005, 46(31), 5229-5232.
http://dx.doi.org/10.1016/j.tetlet.2005.05.108

[19]. Kidwai, M.; Bansal, V.; Saxena, A.; Aerry, S.; Mozumdar, S. Tetrahedron Lett. 2006, 47(46), 8049-8053.
http://dx.doi.org/10.1016/j.tetlet.2006.09.066

[20]. Kumar, A.; Singh, P.; Saxena, A.; De, A.; Chandra, R.; Mozumdar, S. Catal. Commun. 2008, 10(1), 17-22.
http://dx.doi.org/10.1016/j.catcom.2008.07.030

[21]. Kidwai, M.; Bansal, V.; Saxena, A.; Shankar, R.; Mozumdar, S. Tetrahedron Lett. 2006, 47(25), 4161-4165.
http://dx.doi.org/10.1016/j.tetlet.2006.04.048

[22]. Kantam, M. L.; Ramani, T.; Chakrapani, L.; Choudary, B. M. Catal. Commun. 2009, 10(4), 370-372.
http://dx.doi.org/10.1016/j.catcom.2008.09.023

[23]. Ben-Moshe, T.; Dror, I.; Berkowitz, B. Appl. Catal. B: Env. 2009, 85(3-4), 207-211.
http://dx.doi.org/10.1016/j.apcatb.2008.07.020

[24]. Kumar, D.; Reddy, V. B.; Mishra, B. G.; Rana, R. K.; Nadagoudac, M. N.;Varma, R. S. Tetrahedron 2007, 63(15), 3093-3097.
http://dx.doi.org/10.1016/j.tet.2007.02.019

[25]. Liu, C. P.; Li, M. W.; Cui, Z.; Huang, J. R.; Tian, Y. L.; Lin, T.; Mi, W. B. J Mater Sci. 2007, 42, 6133-6138.
http://dx.doi.org/10.1007/s10853-006-1070-z

[26]. Salehi, H.; Guo, Q. X. Synth. Commun. 2004, 34(1), 171-179.
http://dx.doi.org/10.1081/SCC-120027250

[27]. Zhang, G. L.; Cai, X. H. Synth. Commun. 2005, 35, 829-833.
http://dx.doi.org/10.1081/SCC-200050956

[28]. Kumar, A.; Maurya, R. A. J. Mol. Catal. A: Chem. 2007, 272, 53-56.
http://dx.doi.org/10.1016/j.molcata.2007.03.026

[29]. Khaleghi, S.; Heravi, M. M.; Khosroshahi, M.; Behbahani, F. K.; Daroogheha, Z. Green Chem. Lett. Rev. 2008, 1 (2), 133-139.
http://dx.doi.org/10.1080/17518250802342527

[30]. Suzuki, I.; Suzumura, Y.; Takeda, K. Tetrahedron Lett. 2006, 47, 7861-7864.
http://dx.doi.org/10.1016/j.tetlet.2006.09.019


How to cite


Ladole, C.; Salunkhe, N.; Bhaskar, R.; Aswar, A. Eur. J. Chem. 2014, 5(1), 122-126. doi:10.5155/eurjchem.5.1.122-126.911
Ladole, C.; Salunkhe, N.; Bhaskar, R.; Aswar, A. A microwave-assisted synthesis of 3,4-dihydropyrimidin-2(1H)-one/thione derivatives using nanocrystalline MgFe2O4 as catalyst. Eur. J. Chem. 2014, 5(1), 122-126. doi:10.5155/eurjchem.5.1.122-126.911
Ladole, C., Salunkhe, N., Bhaskar, R., & Aswar, A. (2014). A microwave-assisted synthesis of 3,4-dihydropyrimidin-2(1H)-one/thione derivatives using nanocrystalline MgFe2O4 as catalyst. European Journal of Chemistry, 5(1), 122-126. doi:10.5155/eurjchem.5.1.122-126.911
Ladole, Chandrashekhar, Nilesh Govindrao Salunkhe, Ravindra Sakharam Bhaskar, & Anand Shankarrao Aswar. "A microwave-assisted synthesis of 3,4-dihydropyrimidin-2(1H)-one/thione derivatives using nanocrystalline MgFe2O4 as catalyst." European Journal of Chemistry [Online], 5.1 (2014): 122-126. Web. 23 Sep. 2023
Ladole, Chandrashekhar, Salunkhe, Nilesh, Bhaskar, Ravindra, AND Aswar, Anand. "A microwave-assisted synthesis of 3,4-dihydropyrimidin-2(1H)-one/thione derivatives using nanocrystalline MgFe2O4 as catalyst" European Journal of Chemistry [Online], Volume 5 Number 1 (31 March 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.5.1.122-126.911


CrossRef | Scilit | GrowKudos | Researchgate | Publons | ScienceGate | Scite | Lens | OUCI

WorldCat Paperbuzz | LibKey Citeas | Dimensions | Semanticscholar | Plumx | Kopernio | Zotero | Mendeley

ZoteroSave to Zotero MendeleySave to Mendeley



European Journal of Chemistry 2014, 5(1), 122-126 | doi: https://doi.org/10.5155/eurjchem.5.1.122-126.911 | Get rights and content

Refbacks

  • There are currently no refbacks.


Bookmark and Share


Copyright (c)




© Copyright 2010 - 2023 • Atlanta Publishing House LLC • All Right Reserved.

The opinions expressed in all articles published in European Journal of Chemistry are those of the specific author(s), and do not necessarily reflect the views of Atlanta Publishing House LLC, or European Journal of Chemistry, or any of its employees.

Copyright 2010-2023 Atlanta Publishing House LLC. All rights reserved. This site is owned and operated by Atlanta Publishing House LLC whose registered office is 2850 Smith Ridge Trce Peachtree Cor GA 30071-2636, USA. Registered in USA.