Effect of Different Solvents on Biginelli Reaction Using Layered Double Hyroxide (LDH) As an Ecofriendly Catalyst

Authors

  • N. S. Ghotkar  Dr. Sau. Kamaltai Gawai Institute of Engineering and Technology, Darapur, Dist. Amravati. Maharashtra. India
  • D. A. Pund  Shri R. R. Lahoti Science College Morshi. Amravati. Maharashtra. India
  • B. N. Berad   Shri Shivaji Science College Amravati, Maharashtra. India

DOI:

https://doi.org/10.32628/IJSRST218128

Keywords:

Biginelli reaction, one-pot procedure, 3,4-dihydropyrimidin-2(1H)- ones, LDH.

Abstract

A simple and efficient method of the 3,4- dihydropyrimidin-2(1H)-ones/thiones synthesis in good to high yield is described. It consists in a one-pot three-component Biginelli condensation using Layered double hydroxide (LDH) as catalyst. The effect of different solvents on the yields of final product also been studied. Highly polar solvent as well as highly non-polar gives less yields in presence of LDH catalyst.

References

  1. Multicomponents reactions, Zhu, J, bienayme, H. Eds, Wiley-VCH: weinheim, Germaney 2005.
  2. P- Biginelli , Gazz. Chim. Ital. 1893, 23, 360-416.
  3. CO Kappe,Tetrahedron1993,49,6937- 6963.
  4. A) j barluenga, m Thomas, A Ballesteros, L A lopaz, Tetrahedron Letters 1989, 30, 4573- 4576. B) A D Shutalev , EA Kishko, N Sinova , AY Kuznetsov, Molecules 1998, 3, 100-106.
  5. S Sandhu, JS Sandhu, Arkivoc 2012, I , 66-133.
  6. BC Ranu , A Hajara , U Jan, J. Org. Chem. 2000, 65, 6270-6272.
  7. NY fu, YF Yuan, SW Wang, JT Wang, C peppe, Tetrahedron 2002, 588,4801-4807.
  8. a) M Gohain , D Prajapati, JS Sandhu, Synlett 2004, 2, 235-238. b) S jaykumar , TK Sabeer, J Chem. Pharma. Res.2011, 3, 1089-1096.
  9. W Su, J Li, Z Zheng, Y Shen, Tetrahedron Lett. 2005, 45,6037-6040.
  10. M M khodei, A R Khosropour, M Jowkar, Synthesis 2005, 8, 1301.
  11. B Gangadasu, P Narender, B C Raju, V J Rao, Indian J. Chem. 2006,45, 1259.
  12. A S Paraskar, G K Dzwkar, A Sudalai, Tetrahedron Lett. 2003, 3305-3308.
  13. D Angeles-Bentran, l lomas- Romero, V H lara-Corona, E Gonzales- Zamora, g Negron- Silva, Molecoles 2006, 11,731.
  14. HR memarian, m Ranjbar, J. Chin. Chem. Soc. 2011, 58, 522-527.
  15. S Khodadoost, E Alipoor, M Amini, Org. Chem. J 2010,2, 85-88.
  16. P Salehi, m Dbiri, m Khooshari, SK Movahed, M Bararjanian, Mol. Divers 2011, 15, 833.
  17. JT Starcevitch, TJ Laughlin, RS Mohan , Tetraheron Lett. 2013,54,983- 985.
  18. F Tamaddon, Z Ramzzi , AA Jafari, Tetrahedron Lett.2010, 51, 1187-1189.
  19. ZL Shen , XP Xu, SJ ji, J. Org. Chem. 2010, 75(4), 1162-1167.
  20. JS Yadao, SP Kumar, G Kondaji, R Shrinivasa Rao, K Nagaiah, Chem. Lett. 2004,33, 1168.
  21. A D Sagar, S m Reddy, JS Pulle, M V Yadao, J. Chem. Phar. Res. 2011,3,649-654.
  22. D Ding, C G Zhao, Europian J. Org. Chem.2010, 20, 3802-3805.
  23. a) SB Sapcal, KF Shelke, B B Shingate, M S Shingate, Bull. Koriean Chem.Soc.2010,31, 351-354. b) m Nasr- Esfahani, SJ Hoseini, F Mohammadi, Chinease J Cata. 2011, 32, 1484-1489. C0) RJ Kalbashi, AR Massah, B Daneshvarnejad, Appl. Clay Sc.2012, 55, 1-9. D) E Kovari, N Koukabasi,O Armandpour, Tetrahedron 2014, 70, 1383-1386.
  24. a ) E Rafiee H Jafari, Bioorg. Med. Chem. Lett. 2006, 16, 2463-2455. B) M Mossavifer C.R. Chim 2012, 15, 444- 447.c) M M Herari, K Bakhtiari, Catal. Commun. 2006,7, 373- 376.
  25. A) H Kefayati , F Asghari, R Khanjanian, J. Mol. Liq. 2012, 172, 147-151. B) J Peng Y Deng, Tetrahedron Lett. 2001, 42, 5917-5919. C) HGO Alvim , I B de Lima, HCB deoliveira, FC Gozzo, JL de Macedo, PV Abdelnur, WA Siliva, BAD Neto, ACS Catal. 2013,3, 1442-1430.
  26. H A Stefani, C B Oliveira, R B Almeida, CMP Pereira , R C Braga, R Cella, V C Borges , L Savegnano, CW Nogueira, Eur. J. Med. Chem. 2006, 41, 513-518. B) S Singhal, J K Joseph, S L Jain, B Sain, Green Chem. Lett. Rev. 2010, 3, 23-26. C) AMA Al-Kadassi, G M Nazeruddin, J. Chem. Pharma. Res. 2010, 2, 536-543.
  27. B K Banik, TR Anupama, A Datta, C Mukhopadhyay, Terahedron Lett. 2007, 48, 7392- 7394. B) KK Pasunooti, H Chai, CN Jensen, BK Gorityala, S Wang, XM Liu, Tetrahedron Lett. 2011, 52, 80-84.
  28. A) JH Sohn, HM Choi, S Lee, S Joung HY Lee, Eur. J . Org. Chem. 2009, 23, 3858-3862. B) J P Wan , Y J Pan, Chem. Commun. 2009, 19, 2768-2770. C) M A Blasco, S Thumann J Wittmann, A Giannis, H Gorger, Bioorg. Med. Chem. Lett. 2010, 20. 4679-4682.

Downloads

Published

2021-02-28

Issue

Section

Research Articles

How to Cite

[1]
N. S. Ghotkar, D. A. Pund, B. N. Berad "Effect of Different Solvents on Biginelli Reaction Using Layered Double Hyroxide (LDH) As an Ecofriendly Catalyst" International Journal of Scientific Research in Science and Technology(IJSRST), Online ISSN : 2395-602X, Print ISSN : 2395-6011,Volume 8, Issue 1, pp.223-226, January-February-2021. Available at doi : https://doi.org/10.32628/IJSRST218128