The Synthesis of Substituted [1]Benzothieno[2,3-c]quinolines and their N-methyl Quaternary Salts

Journal Title, Volume, Page:

Journal of Heterocyclic Chemistry Volume 28, Issue 5, pages 1309–1313, August/September 1991

Year of Publication:

1991

Link:

http://onlinelibrary.wiley.com/doi/10.1002/jhet.5570280524/abstract

Authors:

Jiann-Kuan Luo

Department of Chemistry, University of South Florida, Tampa, FL 33620-5250

M. J. Musmar

Department of Chemistry, University of South Florida, Tampa, FL 33620-5250

Current Affiliation:

Department of Pharmacy, Faculty of Medicine and Health Sciences, An-Najah National University, Nablus, Palestine

[email protected]

Raymond N. Castle

Department of Chemistry, University of South Florida, Tampa, FL 33620-5250

Preferred Abstract (Original):

Four substituted [1]benzothieno[2,3-c]quinolines 14a-14d were prepared by photocyclization of the appropriate carboxamides 8a-8d to the corresponding [1]benzothieno[2,3-c]quinolin-6(5H)-ones 12a-12d followed by chlorination to 6-chloro[1]benzothieno[2,3-c]quinolines 13a-13d and dechlorination resulting in the title compounds. Treatment of 14a-14d with iodomethane furnished the corresponding N-methyl quaternary salts 5a-5d.

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The Synthesis of Substituted [1]Benzothieno[2,3-c]quinolines and their N-methyl Quaternary Salts