Sinteza sulfimidnih i sulfoksimidnog derivata benzo[b]tiofena

According to the available literature, up to present date, only one sulfilimine derivative of benzo[b]thiophene is reported and several sulfilimine and sulfoximine derivatives of monocyclic thiophene. Guided by this fact, we have prepared the reported sulfilimine and new sulfoximine derivative of benzo[b]thiophene that was previously unknown. The known synthesis of sulfilimine N- [1λ4-benzo[b]thiophenylidene]-4-methylbenzenesulfonamide (15) was followed in order to oxidise it and to obtain its sulfoximine. After few attempted oxidations, as well as preparations of other analogues of the aforementioned sulfilimine, we have successfully prepared sulfoximine 4-methyl-N- [1-oxo-1H-1λ6benzo[b]thiophen-1-ylidene]benzenesulfonamide by oxidation with H2O2-P2O5 reagent. Sulfoximine 17 is in fact sulfoximine derivative of benzo[b]thiophene. The comparison between the IR spectrum, 1H and 13C NMR spectra of sulfilimine 15 and sulfoximine 17 confirmed this is a new compound with the proposed structure.

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