European Journal of Chemistry 2018, 9(1), 44-48 | doi: https://doi.org/10.5155/eurjchem.9.1.44-48.1679 | Get rights and content

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Ecofriendly and simple synthesis of pyrano[3,2-c]quinolone in water via an efficient one-pot three-component reaction


Ibrahim Ali Radini (1) orcid , Sameh Ramadan El-Gogary (2) orcid , Mohamed Sabri Mostafa (3,*) orcid , Bander Alnagei (4) orcid , Mohammed Mudarbish (5) orcid , Shadad Dash (6) orcid

(1) Chemistry Department, Faculty of Science, Jazan University, Jazan, 2079, Kingdom of Saudi Arabia
(2) Chemistry Department, Faculty of Science, Damietta University, New Damietta, 34518, Egypt
(3) Chemistry Department, Faculty of Science, Jazan University, Jazan, 2079, Kingdom of Saudi Arabia
(4) Chemistry Department, Faculty of Science, Jazan University, Jazan, 2079, Kingdom of Saudi Arabia
(5) Chemistry Department, Faculty of Science, Jazan University, Jazan, 2079, Kingdom of Saudi Arabia
(6) Chemistry Department, Faculty of Science, Jazan University, Jazan, 2079, Kingdom of Saudi Arabia
(*) Corresponding Author

Received: 28 Dec 2017 | Revised: 27 Jan 2018 | Accepted: 28 Jan 2018 | Published: 31 Mar 2018 | Issue Date: March 2018

Abstract


Pyrano[3,2-c]quinolones are commonly found in alkaloids, manifesting diverse biological activities. In this work, 2-amino-6-methyl-5-oxo-4-substituted-5,6-dihydro-4H-pyrano[3,2-c]quinoline-3-carbonitriles and ethyl 2-amino-4-(substituted)-6-methyl-5-oxo-5,6-dihydro-4H-pyrano[3,2-c]quinoline-3-carboxylates have been synthesized efficiently from reaction of 4-hydroxy-1-methylquinolin-2(1H)-one, aldehydes and active methylene nitriles in one-pot three component reaction in aqueous medium, containing catalytic amount of ethanolamine resulting in 70-95% yields.


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Editor-in-Chief
European Journal of Chemistry

Keywords


Ethanolamine; One pot reaction; Pyranoquinolinone; 4-Hydroxyquinolinone; Multicomponent reaction; Cinnamonitrile derivatives

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DOI: 10.5155/eurjchem.9.1.44-48.1679

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Funding information


Jazan University (Project no. 019-FS3), Jazan, 2079, Kingdom of Saudi Arabia.

Citations

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[1]. Kamlesh Saini, Ashok K. Raigar, Manju, Dinesh K. Jangid, Jaya Mathur, Surbhi Dhadda, Anjali Guleria
Tandem Protocol for the Synthesis of Pyrano[3,2-c]quinolone Derivatives Using Taurine as a Green Bio-Organic Catalyst in Aqueous Medium
The Journal of Organic Chemistry  87(21), 13734, 2022
DOI: 10.1021/acs.joc.2c01403
/


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How to cite


Radini, I.; El-Gogary, S.; Mostafa, M.; Alnagei, B.; Mudarbish, M.; Dash, S. Eur. J. Chem. 2018, 9(1), 44-48. doi:10.5155/eurjchem.9.1.44-48.1679
Radini, I.; El-Gogary, S.; Mostafa, M.; Alnagei, B.; Mudarbish, M.; Dash, S. Ecofriendly and simple synthesis of pyrano[3,2-c]quinolone in water via an efficient one-pot three-component reaction. Eur. J. Chem. 2018, 9(1), 44-48. doi:10.5155/eurjchem.9.1.44-48.1679
Radini, I., El-Gogary, S., Mostafa, M., Alnagei, B., Mudarbish, M., & Dash, S. (2018). Ecofriendly and simple synthesis of pyrano[3,2-c]quinolone in water via an efficient one-pot three-component reaction. European Journal of Chemistry, 9(1), 44-48. doi:10.5155/eurjchem.9.1.44-48.1679
Radini, Ibrahim, Sameh Ramadan El-Gogary, Mohamed Sabri Mostafa, Bander Alnagei, Mohammed Mudarbish, & Shadad Dash. "Ecofriendly and simple synthesis of pyrano[3,2-c]quinolone in water via an efficient one-pot three-component reaction." European Journal of Chemistry [Online], 9.1 (2018): 44-48. Web. 8 Dec. 2023
Radini, Ibrahim, El-Gogary, Sameh, Mostafa, Mohamed, Alnagei, Bander, Mudarbish, Mohammed, AND Dash, Shadad. "Ecofriendly and simple synthesis of pyrano[3,2-c]quinolone in water via an efficient one-pot three-component reaction" European Journal of Chemistry [Online], Volume 9 Number 1 (31 March 2018)

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