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Quinoxalines are a family of nitrogen-based heterocyclic compounds that have garnered much interest because of their wide range of applications. 2,3-Dichloroquinoxaline is an aromatic molecule that frequently serves as a synthetic intermediate in materials science, pharmaceuticals, and organic chemistry. 1,3-Dithiolo[4,5- b ]quinoxaline derivatives  8a–c  and thiazolo[4,5- b ]quinoxaline derivatives  11a,b  were synthesized by the reaction of 2,3-dichloro-6-sulfonyl quinoxaline derivative  5  with 1,3-binucleophiles. Moreover, 1,3-dithiolo[4,5- b ]quinoxalin2-ylidene derivatives  8a–c  were obtained by treating 2,3-dichloro-6-sulfonyl quinoxaline derivative  5  with potassium salts of hydrazonodithioates  7a–c  at room temperature. Additionally, 2,3-dichloroquinoxaline derivative  5  was reacted with thioureas  9a,b  in 1,4-dioxane to yield 6-(pyrrolidin-1-yl sulfonyl)thiazolo[4,5- b ]quinoxalin-2(3 H )-imines  11a,b  rather than thiazolo[5,4- b ]quinoxaline  10 . Elemental analysis, infrared spectroscopy,  1 H NMR,  13 C NMR, and mass spectroscopy were used to confirm the structures of the newly synthesized compounds. Finally, we used artificial intelligence to perform biological evaluation  via  predicting the possible molecular targets and antimicrobial activity of the designed derivative. The results showed good bacterial activity, weak fungal potency, and potential biological targets.

Synthesis, characterization, and biological target prediction of novel 1,3-dithiolo[4,5- b ]quinoxaline and thiazolo[4,5- b ]quinoxaline derivatives