The legend of 4-aminocoumarin: Use of the Delépine reaction for synthesis of 4-iminocoumarin

Ahmed A. Al-Amiery, Abdul Amir H. Kadhum, Y. K. Al-Majedy, Hiba H. Ibraheem, Ali A. Al-Temimi, Redah I. Al-Bayati, Abu Bakar Mohamad

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

Use of the Delépine reaction for synthesis of 4-aminocoumarin from 4-chlorocoumarin was not successful. The product was 4-iminocoumarin instead of 4-aminocoumarin. The 4-iminocoumarin was characterized by elemental analysis and spectral studies (FT-IR, 1H NMR, 13C NMR). Density functional theory calculations for 4-iminocoumarin were performed using molecular structure with optimized geometry. Molecular orbital calculations provided a detailed description of the orbitals, including spatial characteristics, nodal patterns, and the contributions of individual atoms.

Original languageEnglish
Pages (from-to)1385-1391
Number of pages7
JournalResearch on Chemical Intermediates
Volume39
Issue number3
DOIs
Publication statusPublished - Mar 2013

Fingerprint

Aminocoumarins
Nuclear magnetic resonance
Orbital calculations
Molecular orbitals
Molecular structure
Density functional theory
Atoms
Geometry
Chemical analysis

Keywords

  • 4-Aminocoumarin
  • 4-Chlorocoumarin
  • 4-Hydroxycoumarin
  • 4-Iminocoumarin
  • Delépine

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Al-Amiery, A. A., Kadhum, A. A. H., Al-Majedy, Y. K., Ibraheem, H. H., Al-Temimi, A. A., Al-Bayati, R. I., & Mohamad, A. B. (2013). The legend of 4-aminocoumarin: Use of the Delépine reaction for synthesis of 4-iminocoumarin. Research on Chemical Intermediates, 39(3), 1385-1391. https://doi.org/10.1007/s11164-012-0694-7

The legend of 4-aminocoumarin : Use of the Delépine reaction for synthesis of 4-iminocoumarin. / Al-Amiery, Ahmed A.; Kadhum, Abdul Amir H.; Al-Majedy, Y. K.; Ibraheem, Hiba H.; Al-Temimi, Ali A.; Al-Bayati, Redah I.; Mohamad, Abu Bakar.

In: Research on Chemical Intermediates, Vol. 39, No. 3, 03.2013, p. 1385-1391.

Research output: Contribution to journalArticle

Al-Amiery, AA, Kadhum, AAH, Al-Majedy, YK, Ibraheem, HH, Al-Temimi, AA, Al-Bayati, RI & Mohamad, AB 2013, 'The legend of 4-aminocoumarin: Use of the Delépine reaction for synthesis of 4-iminocoumarin', Research on Chemical Intermediates, vol. 39, no. 3, pp. 1385-1391. https://doi.org/10.1007/s11164-012-0694-7
Al-Amiery AA, Kadhum AAH, Al-Majedy YK, Ibraheem HH, Al-Temimi AA, Al-Bayati RI et al. The legend of 4-aminocoumarin: Use of the Delépine reaction for synthesis of 4-iminocoumarin. Research on Chemical Intermediates. 2013 Mar;39(3):1385-1391. https://doi.org/10.1007/s11164-012-0694-7
Al-Amiery, Ahmed A. ; Kadhum, Abdul Amir H. ; Al-Majedy, Y. K. ; Ibraheem, Hiba H. ; Al-Temimi, Ali A. ; Al-Bayati, Redah I. ; Mohamad, Abu Bakar. / The legend of 4-aminocoumarin : Use of the Delépine reaction for synthesis of 4-iminocoumarin. In: Research on Chemical Intermediates. 2013 ; Vol. 39, No. 3. pp. 1385-1391.
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