1-alkyl-1,4-dihydro-4-imino-3-quinolinecarboxylates. Part 1. General synthesis

Benjamin Staskun*, Theodorus Van Es

*Corresponding author for this work

    Research output: Contribution to journalArticlepeer-review

    7 Citations (Scopus)


    The synthesis of the hitherto unreported 1-alkyl-1,4-dihydro-4-(ethylimino or arylimino)-3-quinoline-carboxylates is described. The method utilises a 2-halogeno-benzenecarboximidoyl chloride for C-imidoylation of an ethyl 3-alkylamino-2-butenoate or 2-propenoate. With the use of ethyl 3-amino-2-butenoate as enamine the ultimate reaction product is a 2-methyl-4-arylamino-3-quinolinecarboxylate. The 2-CH3 protons of the 4-iminoquinoline esters undergo exchange in D2O/CDCl3 at room temperature.

    Original languageEnglish
    Pages (from-to)92-99
    Number of pages8
    JournalSouth African Journal of Chemistry
    Issue number2
    Publication statusPublished - Jun 1998


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