Year: 2025
Type: article
Abstract: In this study, the condensation reaction between vinamidinium salts and Z‐2‐hydrazineylidene‐3‐methyl‐2,3‐dihydrobenzo[d]thiazole is described for the synthesis of 1,3‐bis((3‐methylbenzo[d]thiazol‐2(3H)‐ylidene)hydrazineylidene)propan‐2‐ol (BBTA) or 1‐((1Z,3E)‐1‐(dimethylamino)‐3‐(((Z)‐3‐methylbenzo[d]thiazol‐2(3H)‐ylidene)hydrazineylidene)prop‐1‐en‐2‐yl)pyridin‐1‐ium (DMBT). A noteworthy aspect of the synthesis of these derivatives is that the structure of the vinamidinium salt acts as the determining factor for the type of product formed. Specifically, phenyl‐substituted vinamidinium salts predominantly lead to the formation of symmetric BBTA derivatives, whereas pyridinium‐based vinamidinium salts favor the production of asymmetric DMBT compounds. The reaction was carried out in the presence of triethylamine as the base and acetonitrile as the solvent under catalyst‐free conditions. The structure of the new products was confirmed based on their spectral data, including 1 H NMR, 13 C NMR, IR, mass spectrometry, high‐resolution mass spectrometry and X‐ray analysis.
Source: ChemistryOpen
Institutions: Persian Gulf University, University of the Ryukyus
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: gold
Estimated APC paid: $2,790
Funder: University of the Ryukyus
OpenAlex ID: W4417077262