Synthesis of Highly Heterocyclic Fluorescent Molecules: 2-imino-2H-pyrano[3,2-c] Pyridin-5(6H)-ones Derivatives

Nawel Mehiaoui; Ridha Hassaine; Amina Berrichi; Zahira Kibou; Noureddine Choukchou-Braham

doi:10.1007/s10895-023-03212-4

Synthesis of Highly Heterocyclic Fluorescent Molecules: 2-imino-2H-pyrano[3,2-c] Pyridin-5(6H)-ones Derivatives

J Fluoresc. 2023 Sep;33(5):1995-2001. doi: 10.1007/s10895-023-03212-4. Epub 2023 Mar 22.

Authors

Nawel Mehiaoui¹, Ridha Hassaine^{1

2}, Amina Berrichi^{3

4}, Zahira Kibou^{1

5}, Noureddine Choukchou-Braham¹

Affiliations

¹ Laboratory of catalysis and synthesis in organic chemistry, University of Tlemcen, Tlemcen, Algeria.
² Centre de Recherche Scientifique et Technique en Analyses Physico-chimiques CRAPC, BP 384, Bou-Ismail, Tipaza, 42004, RP, Algeria.
³ Laboratory of catalysis and synthesis in organic chemistry, University of Tlemcen, Tlemcen, Algeria. berrichi.tlemcen@yahoo.com.
⁴ University of Ain Temouchent, BP 284, Ain Témouchent, 46000, Algeria. berrichi.tlemcen@yahoo.com.
⁵ University of Ain Temouchent, BP 284, Ain Témouchent, 46000, Algeria.

PMID: 36947278
DOI: 10.1007/s10895-023-03212-4

Abstract

New highly fluorescent 2-imino-2H-pyrano[3,2-c]pyridin-5(6H)-onesderivatives were synthesized using a simple route. The present molecules were prepared by two methods with good yield. The structures were characterized by NMR¹H, ¹³ C, and elemental analysis. Also, the effect of solvent and concentration on the fluorescence properties were demonstrated. However, the high fluorescence intensity in the range of 70,000-75,000 a. u. was obtained with a concentration equal to 10^{- 6} M of prepared molecules. The intensity was influenced also by the molecule structure and solvent.

Keywords: 2-imino-2H-pyrano[3,2-c]pyridin-5(6H)-ones; 2H-pyrans; Fluorescence; N-alkylated 2-pyridone; Pyrane.