Heterocycles p. 2649 - 2657 (2008)
Update date:2022-08-04
Topics:
Zieba, Andrzej
Suwinska, Kinga
The reaction of 1-alkyl-4-(phenylamino)quinolinium 3-thiolates (2) with benzoyl chloride leads to 1-alkyl-3-benzoylthio-4-(phenylamino)quinolinium chloride (6). In the presence of DABCO, compounds (6) split off hydrogen chloride yielding 1-alkyl-3-benzoylthio-1,4-dihydro-4-(phenylimino)quinoline (7). Alkylation of 4-(phenylimino)quinoline (7) with ethyl bromide leads to 1-alkyl-3-ethylthio-4-(N-benzoyl-N-phenylamino)quinolinium bromide (10). The structure of the obtained compounds were analyzed using 1H NMR (NOE) and 15N NMR spectral methods. The structure of compound (10a) was confirmed by X-ray analysis. The Japan Institute of Heterocyclic Chemistry.
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