Research Article

Microwave-Assisted Synthesis of Acyclic Imides

Volume: 12 Number: 1 March 1, 2022
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

  1. 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.
  2. 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.
  3. 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.
  4. Challis B.C., Challis J., Zabicky J. (Ed.). 1970. The chemistry of amides. pp 759, J. Wiley and Sons, New York,
  5. Davidson, D., Skovronek H. 1958. The acylation of amides. J. Am. Chem. Soc., 80 (2): 376-379.
  6. 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.
  7. 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.
  8. 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

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