EN
Microwave-Assisted Synthesis of Acyclic Imides
Abstract
Imides are an important class of compounds found in the structure of many biologically active and natural compounds. Imides are also important starting materials used in the synthesis of many heterocyclic compounds. Therefore, the synthesis of these compounds has attracted considerable attention and several innovative methods have been developed. Herein, the synthesis of acyclic imides has been reported from nitriles and carboxylic anhydrides in the presence of catalytic amounts of p-toluenesulfonic acid (PTSA) or H2SO4 under microwave irradiation. The reaction has proceeded in better yields with PTSA. When sulfuric acid was used, the product was obtained in lower yields since the degradation was increased. This new microwave-assisted method is compared with conventional heating, and the other methods, reported in the literature. The main advantages of this procedure are shorter reaction times, easier work-up, and good yields.
Keywords
References
- Aruri H., Singh U., Kumar S., Kushwaha M., Gupta A. P., Vishwakarma R. A., Singh P. P., 2016. I2/Aqueous TBHP-catalyzed coupling of amides with methylarenes/ aldehydes/alcohols: Metal-Free synthesis of imides. Org. Lett., 18: 3638-3641.
- Atanassova I.A., Petrov J.S., Ognjanova V.H., Mollov N.M., 1990. α,α,α-Trichloroketrylcarbonyl compounds as acylating reagents of amides. Synth. Commun., 20: 2083-2090.
- Bates R.B., Fletcher F.A., Janda K.D., Miller W.A. 1984. A convenient synthesis of unsymmetrical acyclic imides. J. Org. Chem., 49: 3038.
- Challis B.C., Challis J., Zabicky J. (Ed.). 1970. The chemistry of amides. pp 759, J. Wiley and Sons, New York,
- Davidson, D., Skovronek H. 1958. The acylation of amides. J. Am. Chem. Soc., 80 (2): 376-379.
- Ding G., Jiang L., Guo L., Chen X., Zhang H., Che Y. 2008. Pestalazines and pestalamides, bioactive metabolites from the plant pathogenic fungus pestalotiopsis theae. J. Nat. Prod., 71: 1861-1865.
- Durrell W.S., Young J.A., Dresdner R.D. 1963. Fluorocarbon nitrogen compounds. IX. The reaction of nitriles with carboxylic acids. J. Org. Chem., 28: 831-833.
- Flitsch W., Hohenhorst M. 1990. N‐Protected 3‐hydroxypyrroles. Liebigs Ann. Chem., 397-399.
Details
Primary Language
English
Subjects
Chemical Engineering
Journal Section
Research Article
Authors
Publication Date
March 1, 2022
Submission Date
August 3, 2021
Acceptance Date
October 11, 2021
Published in Issue
Year 2022 Volume: 12 Number: 1
APA
Arıkan Ölmez, N. (2022). Microwave-Assisted Synthesis of Acyclic Imides. Journal of the Institute of Science and Technology, 12(1), 317-323. https://doi.org/10.21597/jist.978327
AMA
1.Arıkan Ölmez N. Microwave-Assisted Synthesis of Acyclic Imides. J. Inst. Sci. and Tech. 2022;12(1):317-323. doi:10.21597/jist.978327
Chicago
Arıkan Ölmez, Nevin. 2022. “Microwave-Assisted Synthesis of Acyclic Imides”. Journal of the Institute of Science and Technology 12 (1): 317-23. https://doi.org/10.21597/jist.978327.
EndNote
Arıkan Ölmez N (March 1, 2022) Microwave-Assisted Synthesis of Acyclic Imides. Journal of the Institute of Science and Technology 12 1 317–323.
IEEE
[1]N. Arıkan Ölmez, “Microwave-Assisted Synthesis of Acyclic Imides”, J. Inst. Sci. and Tech., vol. 12, no. 1, pp. 317–323, Mar. 2022, doi: 10.21597/jist.978327.
ISNAD
Arıkan Ölmez, Nevin. “Microwave-Assisted Synthesis of Acyclic Imides”. Journal of the Institute of Science and Technology 12/1 (March 1, 2022): 317-323. https://doi.org/10.21597/jist.978327.
JAMA
1.Arıkan Ölmez N. Microwave-Assisted Synthesis of Acyclic Imides. J. Inst. Sci. and Tech. 2022;12:317–323.
MLA
Arıkan Ölmez, Nevin. “Microwave-Assisted Synthesis of Acyclic Imides”. Journal of the Institute of Science and Technology, vol. 12, no. 1, Mar. 2022, pp. 317-23, doi:10.21597/jist.978327.
Vancouver
1.Nevin Arıkan Ölmez. Microwave-Assisted Synthesis of Acyclic Imides. J. Inst. Sci. and Tech. 2022 Mar. 1;12(1):317-23. doi:10.21597/jist.978327
Cited By
Reaction of N-acetylbenzamides with hydroxylamine hydrochloride: synthesis of 3-methyl-5-aryl-1,2,4-oxadiazoles
Monatshefte für Chemie - Chemical Monthly
https://doi.org/10.1007/s00706-022-02975-zSynthesis and Study of Antibacterial Activity of Some New Imides Derivatives Containing 1,3,4-Thiadiazole
Russian Journal of General Chemistry
https://doi.org/10.1134/S1070363225608051