European Journal of Chemistry 2014, 5(4), 671-675 | doi: https://doi.org/10.5155/eurjchem.5.4.671-675.1071 | Get rights and content

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Synthesis of 2-aryl substituted 2,3-dihydroquinazoline-4(1H)-ones under solvent free conditions using ionic liquid as a mild and efficient catalyst


Obaiah Obaiah (1) , Nandeesh Nagalingaiah Kebbahalli (2) , Raghavendra Manchigaiah Goravanahalli (3) , Pavankumar Siddalingaiah Chottanahalli (4) , Rangappa Subbegowda Kanchugarakoppal (5) , Mantelingu Kempegowda (6,*)

(1) Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore, 570006, India
(2) Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore, 570006, India
(3) Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore, 570006, India
(4) Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore, 570006, India
(5) Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore, 570006, India
(6) Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore, 570006, India
(*) Corresponding Author

Received: 10 Apr 2014 | Revised: 14 May 2014 | Accepted: 13 Jun 2014 | Published: 31 Dec 2014 | Issue Date: December 2014

Abstract


A simple, green and environmentally benign procedure has been developed for the synthesis of 2,3-dihydroquinazoline-4(1H)-ones in basic ionic liquid via the cyclocondensation of 2-amino benzamide with an aldehyde. This offers several advantages such as high yields, simple procedure, low cost, short reaction times, mild and solvent free condition.


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Editor-in-Chief
European Journal of Chemistry

Keywords


Aldehyde; Ionic liquid; Anthranilamide; Choline chloride; Solvent free condition; 2,3-Dihydroquinazoline4(1H)-ones

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DOI: 10.5155/eurjchem.5.4.671-675.1071

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Funding information


University Grants Commission, Government of India, The project vide No. F. No. 39-710-2011 (SR/dated 12-01-2010).

Citations

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[1]. Mary E. Heckenbach, Felicia N. Romero, Matthew D. Green, Rolf U. Halden
Meta-analysis of ionic liquid literature and toxicology
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[2]. KollurShiva Prasad, Chandan Shivamallu, SM Gopinath, Chandrashekar Srinivasa, Chandan Dharmashekara, P Sushma, AnishaS Jain, P Ashwini
Schiff base ligands derived from 4-chloro-6-methylpyrimidin-2-amine: Chemical synthesis, bactericidal activity and molecular docking studies against targeted microbial pathogen
International Journal of Health & Allied Sciences  10(2), 157, 2021
DOI: 10.4103/ijhas.IJHAS_43_20
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[3]. Satish Uttamrao Deshmukh, Kiran Ramesh Kharat, Gajanan Gulabrao Kadam, Rajendra Pundlikrao Pawar
Synthesis of quinazolinones derivatives an antiproliferative agent against human lung carcinoma cells
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DOI: 10.5155/eurjchem.8.3.317-320.1586
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[4]. Jie Mou, Ninghai Chen, Yu Zhao, Hao Qi, Sihan Meng, Rui Xiang, Dongsheng Pei
An Aqueous Facile Synthesis of 2,3-Dihydroquinazolin-4(1H)-One Derivatives by Reverse Zinc Oxide Micelles as Nanoreactor
Frontiers in Chemistry  8, , 2020
DOI: 10.3389/fchem.2020.00239
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[5]. Madiha M. Siddiqui, Amol A. Nagargoje, Satish V. Akolkar, Jaiprakash N. Sangshetti, Vijay M. Khedkar, Parshuram M. Pisal, Bapurao B. Shingate
[HDBU][HSO4]-catalyzed facile synthesis of new 1,2,3-triazole-tethered 2,3-dihydroquinazolin-4[1H]-one derivatives and their DPPH radical scavenging activity
Research on Chemical Intermediates  48(3), 1199, 2022
DOI: 10.1007/s11164-021-04639-9
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[6]. Mariateresa Badolato, Francesca Aiello, Nouri Neamati
2,3-Dihydroquinazolin-4(1H)-one as a privileged scaffold in drug design
RSC Advances  8(37), 20894, 2018
DOI: 10.1039/C8RA02827C
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[7]. Sadashivamurthy Shamanth, Nagaraju Chaithra, Mahesha Gurukiran, Mahesha Mamatha, N. K. Lokanath, Kanchugarakoppal S. Rangappa, Kempegowda Mantelingu
I2-Catalyzed transformation of o-aminobenzamide to o-ureidobenzonitrile using isothiocyanates
Organic & Biomolecular Chemistry  18(14), 2678, 2020
DOI: 10.1039/D0OB00118J
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[8]. Apurba Dutta, Krishnaiah Damarla, Ankur Bordoloi, Arvind Kumar, Diganta Sarma
KOH/DMSO: A basic suspension for transition metal-free Tandem synthesis of 2,3-dihydroquinazolin-4(1H)-ones
Tetrahedron Letters  60(24), 1614, 2019
DOI: 10.1016/j.tetlet.2019.05.030
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How to cite


Obaiah, O.; Kebbahalli, N.; Goravanahalli, R.; Chottanahalli, P.; Kanchugarakoppal, R.; Kempegowda, M. Eur. J. Chem. 2014, 5(4), 671-675. doi:10.5155/eurjchem.5.4.671-675.1071
Obaiah, O.; Kebbahalli, N.; Goravanahalli, R.; Chottanahalli, P.; Kanchugarakoppal, R.; Kempegowda, M. Synthesis of 2-aryl substituted 2,3-dihydroquinazoline-4(1H)-ones under solvent free conditions using ionic liquid as a mild and efficient catalyst. Eur. J. Chem. 2014, 5(4), 671-675. doi:10.5155/eurjchem.5.4.671-675.1071
Obaiah, O., Kebbahalli, N., Goravanahalli, R., Chottanahalli, P., Kanchugarakoppal, R., & Kempegowda, M. (2014). Synthesis of 2-aryl substituted 2,3-dihydroquinazoline-4(1H)-ones under solvent free conditions using ionic liquid as a mild and efficient catalyst. European Journal of Chemistry, 5(4), 671-675. doi:10.5155/eurjchem.5.4.671-675.1071
Obaiah, Obaiah, Nandeesh Nagalingaiah Kebbahalli, Raghavendra Manchigaiah Goravanahalli, Pavankumar Siddalingaiah Chottanahalli, Rangappa Subbegowda Kanchugarakoppal, & Mantelingu Kempegowda. "Synthesis of 2-aryl substituted 2,3-dihydroquinazoline-4(1H)-ones under solvent free conditions using ionic liquid as a mild and efficient catalyst." European Journal of Chemistry [Online], 5.4 (2014): 671-675. Web. 29 May. 2023
Obaiah, Obaiah, Kebbahalli, Nandeesh, Goravanahalli, Raghavendra, Chottanahalli, Pavankumar, Kanchugarakoppal, Rangappa, AND Kempegowda, Mantelingu. "Synthesis of 2-aryl substituted 2,3-dihydroquinazoline-4(1H)-ones under solvent free conditions using ionic liquid as a mild and efficient catalyst" European Journal of Chemistry [Online], Volume 5 Number 4 (31 December 2014)

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European Journal of Chemistry 2014, 5(4), 671-675 | doi: https://doi.org/10.5155/eurjchem.5.4.671-675.1071 | Get rights and content

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