Unconventional Routes to Synthesize Benzothiazole-bearing Coumarin Derivatives
Paper ID : 1017-ISCHU
Authors
Heba abdelazeem elboshi *, Rasha Abdullah Azzam, Galal El-Din H Elgemeie
Chemistry Department, Faculty of Science, Helwan University, Egypt
Abstract
Coumarins are of current interest due to their prominence in natural product chemistry, with diverse pharmacological and optical properties. Coumarin and its derivatives find applications in optoelectronics, solar cells, lasers, and more due to their solid-state emission, high emission yield, and thermal stability. These compounds also exhibit anti-inflammatory, antituberculosis, antifungal, and antioxidant activities. Benzothiazole, another pharmacophore, shows anticonvulsant, antitumor, and antimicrobial effects. Coumarin conjugates containing other heterocycles such as benzothiazole, antipyrene, sulfametazine etc have demonstrated potential against infections, cancer, and tuberculosis, along with favorable photophysical properties. In this study, we introduce a novel and inventive synthesis pathway yielding 3-(1,3-benzothiazol-2-yl)-2H-1-benzopyran-2-one, benzothiazole-bearing coumarin, through unconventional approaches, involving 2-cyanomethylbenzothiazole, 2-benzothiazolyl acetohydrazide, and their corresponding derivatives such as benzothiazol-2-ylacetylthiosemicarbazides and N-(2-(benzo[d]thiazole-2-yl)acetyl)benzensulfonohydrazide. This process involves their reaction with 2-hydroxybenzaldehyde. Under basic conditions, the reactions were performed using a thermal methodology in an ethanol medium. The mechanism of each reaction were elucidated to illustrate the pathways underlying the distinctive transformations. The chemical structure of resultant compounds was revealed through complete analysis of spectral data and elemental composition.
Keywords
Coumarins, Benzothiazole compounds and benzothiazole-bearing coumarin derivatives
Status: Abstract Accepted (Poster Presentation)