Abstract
The synthesis of carbonyled benzothiophenic derivatives at C-2 and C-3 has been developed through intermediate organolithium compounds with a view to subsequent cyclization as in benzothienopyridazines: benzothiophene-dialdehyde-2,3 ketone-aldehydes, acid-aldehydes and aldehyde-ketoneamides. The condensation with hydrazine gave benzothienopyridazine, 1-methyl derivative, and N,N-diethylcarboxamides at C-1 and C-4. The heterocycle was obtained by mild degradation reactions. The study of the alkaline hydrolysis product of the 1-N,N-diethylcarboxamidopyridazine by RMN and mass spectrometry lead to proposed bridged cyclic structure.
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