Isoquinolinium Amidates - Synthesis And Some Reactions Of N-Acyl And N-Sulfonyl Derivatives

Three methods have been developed for the synthesis of N-acyl- and N-sulfonyl-aminoisoquinolinium chlorides ( 6 ) and the corresponding dipolar bases ( 7 ): (1) ring closures of N-acyl- and N-sulfonyl-N-{2-[β-(2,4-dinitranilino)vinyl]benzylidene}hydrazines(5β), (2) acylation of N-aminoisoquinolinium chloride ( 6a ) and (3) transacylations of N-(2-isoquinolinio)-ethoxycarbonylamidate ( 7i ). IR and NMR spectra as well as some reactions of compounds 7 are discussed.