Research Article

Synthesis of trans-diamide derivatives from fumaryl chloride and determination of DPPH scavenging activity of synthesized molecules

Volume: 7 Number: 1 February 15, 2020
EN

Synthesis of trans-diamide derivatives from fumaryl chloride and determination of DPPH scavenging activity of synthesized molecules

Abstract

In this work, new trans-diamide derivatives were synthesized with the reaction between fumaryl chloride and substituted anilines. After successful synthesis of trans-amides, antioxidant activity of all synthesized molecules was investigated via DPPH method and calculated IC50 values. All trans-amides were characterized by 1H-NMR, 13C-NMR, 19F-NMR, GC-MS and FTIR spectroscopic techniques.


Keywords

Supporting Institution

Mersin University

Project Number

BAP 2017-1-AP1-2188

Thanks

This research was supported by a grant from Mersin University (BAP 2017-1-AP1-2188). The author would like to thanks to Prof. Dr. Nermin SIMSEK KUS (Mersin University) for offering the laboratory facilities, and to Dr. Pinar KUCE CEVIK (Mersin University) for assistance with antioxidant measurement.

References

  1. 1. Sathe PA, Karpe AS, Parab AA, Parade BS, Vadagaonkar KS, Chaskar AC. Tandem synthesis of aromatic amides from styrenes in water. Tetrahedron Lett. 2018 Jul;59(29):2820–3. Available from: https://linkinghub.elsevier.com/retrieve/pii/S0040403918307639
  2. 2. Srivastava V, Singh PK, Singh PP. Visible light photoredox catalysed amidation of carboxylic acids with amines. Tetrahedron Lett. 2019 Jan;60(1):40–3. Available from: https://linkinghub.elsevier.com/retrieve/pii/S0040403918313972
  3. 3. Han Q, Xiong X, Li S. An efficient, green and scale-up synthesis of amides from esters and amines catalyzed by Ru-MACHO catalyst under mild conditions. Catal Commun. 2015 Jan;58:85–8. Available from: https://linkinghub.elsevier.com/retrieve/pii/S1566736714003483
  4. 4. Hong G, Wu S, Zhu X, Mao D, Wang L. Peroxide-mediated direct synthesis of amides from aroyl surrogates. Tetrahedron 2016 Jan;72(3):436–41. Available from: https://linkinghub.elsevier.com/retrieve/pii/S0040402015302477
  5. 5. Lanigan RM, Starkov P, Sheppard TD. Direct Synthesis of Amides from Carboxylic Acids and Amines Using B(OCH 2 CF 3 ) 3. J Org Chem. 2013 May 3;78(9):4512–23. Available from: https://pubs.acs.org/doi/10.1021/jo400509n
  6. 6. Ghorpade SA, Sawant DN, Sekar N. Triphenyl borate catalyzed synthesis of amides from carboxylic acids and amines. Tetrahedron 2018 Nov;74(48):6954–8. Available from: https://linkinghub.elsevier.com/retrieve/pii/S0040402018312365
  7. 7. Cadoni R, Porcheddu A, Giacomelli G, De Luca L. One-pot synthesis of amides from aldehydes and amines via C-H bond activation. Org Lett. 2012;
  8. 8. Valeur E, Bradley M. Amide bond formation: beyond the myth of coupling reagents. Chem Soc Rev. 2009;38(2):606–31. Available from: http://xlink.rsc.org/?DOI=B701677H

Details

Primary Language

English

Subjects

Organic Chemistry

Journal Section

Research Article

Publication Date

February 15, 2020

Submission Date

October 1, 2019

Acceptance Date

November 22, 2019

Published in Issue

Year 2020 Volume: 7 Number: 1

APA
Yılmaz, Ö. (2020). Synthesis of trans-diamide derivatives from fumaryl chloride and determination of DPPH scavenging activity of synthesized molecules. Journal of the Turkish Chemical Society Section A: Chemistry, 7(1), 143-150. https://doi.org/10.18596/jotcsa.627805
AMA
1.Yılmaz Ö. Synthesis of trans-diamide derivatives from fumaryl chloride and determination of DPPH scavenging activity of synthesized molecules. JOTCSA. 2020;7(1):143-150. doi:10.18596/jotcsa.627805
Chicago
Yılmaz, Özgür. 2020. “Synthesis of Trans-Diamide Derivatives from Fumaryl Chloride and Determination of DPPH Scavenging Activity of Synthesized Molecules”. Journal of the Turkish Chemical Society Section A: Chemistry 7 (1): 143-50. https://doi.org/10.18596/jotcsa.627805.
EndNote
Yılmaz Ö (February 1, 2020) Synthesis of trans-diamide derivatives from fumaryl chloride and determination of DPPH scavenging activity of synthesized molecules. Journal of the Turkish Chemical Society Section A: Chemistry 7 1 143–150.
IEEE
[1]Ö. Yılmaz, “Synthesis of trans-diamide derivatives from fumaryl chloride and determination of DPPH scavenging activity of synthesized molecules”, JOTCSA, vol. 7, no. 1, pp. 143–150, Feb. 2020, doi: 10.18596/jotcsa.627805.
ISNAD
Yılmaz, Özgür. “Synthesis of Trans-Diamide Derivatives from Fumaryl Chloride and Determination of DPPH Scavenging Activity of Synthesized Molecules”. Journal of the Turkish Chemical Society Section A: Chemistry 7/1 (February 1, 2020): 143-150. https://doi.org/10.18596/jotcsa.627805.
JAMA
1.Yılmaz Ö. Synthesis of trans-diamide derivatives from fumaryl chloride and determination of DPPH scavenging activity of synthesized molecules. JOTCSA. 2020;7:143–150.
MLA
Yılmaz, Özgür. “Synthesis of Trans-Diamide Derivatives from Fumaryl Chloride and Determination of DPPH Scavenging Activity of Synthesized Molecules”. Journal of the Turkish Chemical Society Section A: Chemistry, vol. 7, no. 1, Feb. 2020, pp. 143-50, doi:10.18596/jotcsa.627805.
Vancouver
1.Özgür Yılmaz. Synthesis of trans-diamide derivatives from fumaryl chloride and determination of DPPH scavenging activity of synthesized molecules. JOTCSA. 2020 Feb. 1;7(1):143-50. doi:10.18596/jotcsa.627805

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