p-Toluene-sulfonic Acid-catalyzed One-pot, Three-component Synthesis of 4-(4-(Piperidin-1-yl)phenyl)-2-Thioxo-1,2,3,4Tetrahydro-5H-Chromeno[4,3-d]Pyrimidin-5-One-Reference-Cited by-同舟云学术

p-Toluene-sulfonic Acid-catalyzed One-pot, Three-component Synthesis of 4-(4-(Piperidin-1-yl)phenyl)-2-Thioxo-1,2,3,4Tetrahydro-5H-Chromeno[4,3-d]Pyrimidin-5-One

Published:2022-04-29 Issue:2 Volume:38 Page:406-409
ISSN:2231-5039
Container-title:Oriental Journal Of Chemistry
language:en
Short-container-title:Orient. J. Chem

Author:

Thabet Hamdy Khamees¹^ORCID,Ubeid Mustafa Turki¹^ORCID,Abu Shuheil Mohamed Yousef¹^ORCID,Imran Mohd²

Affiliation:

1. 1Chemistry Department, Faculty of Arts and Science, Northern Border University, Rafha, 91911, PO 840, Saudi Arabia.

2. 2Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Northern Border University, Rafha, Saudi Arabia.

Abstract

Here we communicate a method for the synthesis of 4-(4-(piperidin-1-yl)phenyl)-2-thioxo-1,2,3,4-tetrahydro-5H-chromeno[4,3-d]pyrimidin-5-one in one step. The compound was prepared by reacting 4-hydroxy-coumarin, 4-piperidinobenzaldehye, and thiourea in a catalytic quantity of p-toluenesulfonic acid. The novelty of the compound was checked by Sci-finder. The compound was analyzed by NMR spectroscopy (1H, 13C), and mass spectrometry. The computational studies indicate that the synthesized compound possesses suitable physicochemical properties, drug-likeliness features, and good oral bioavailability.

Publisher

Oriental Scientific Publishing Company

Subject

Drug Discovery,Environmental Chemistry,Biochemistry,General Chemistry

Reference31 articles.

1. 1. Sahu, P. K.; Sahu, P. K.; Kaurav, M. S.; Messali, M.; Almutairi, S. M.; Sahu, P. L.; Agarwal, D. D. ACS Omega, 2018, 3, 15035−15042.

2. 2. Degnan, A. P.; Kumi, G. K.; Allard, C. W.; Araujo, E. V.; Johnson, W. L.; Zimmermann, K.; Pearce, B. C.; Sheriff, S.; Li, A. F. X.; Locke, G. A.; You, D.; Morrison, J.; Parrish, K. E.; Stromko, C.; Liu, A. M. J.; Johnson, B. M.; Vite G. D.; Wittman, M. D. ACS Med. Chem. Lett., 2021, 12, 443.

3. 3. Zhang, C.; Qi, W.; Li, Y.; Tang, M.; Yang, T.; Liu, K.; Chen, Y.; Deng, D.; Xiang M.; Chen, L. J. Med. Chem., 2021, 64, 4239.

4. 4. Kumar, S.; Deep, A.; Narasimhan, B.; Cent. Nerv. Syst. Agents Med. Chem., 2015, 15(1), 5-10.

5. 5. Ali, T. E.; Assiri, M. A.; Alzahrani, A. Y.; Salem, M. A.; Shati, A. A.; Alfaifi, M. Y.; Elbehairi, S. I. Synthetic Communications, 2021, 51 (21), 3267-3276.