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Paper | Regular issue | Vol 27, No. 2, 1988, pp.401-405
Published online, 1st January, 1970
DOI: 10.3987/COM-87-4374
The Condensation Products of 2-Chloro-3-formylquinolines with o-Aminothiophenol

Ines Torrini, Giampiero Pagani Zecchini, and Mario Paglialunga Paradisi*

*Dipartminto di Studi Farmaceutical, Università a degli Studi di Roma "La Sapienza", Piazzale Aldo Moro 2 - 00185 Roma, Italy

Abstract

2-Chloro-3-formylquinolines 1a-d undergo cyclizatian with ortho-aminothiophenol(2) )in DMF in the presence of potassium carbonate, at room temperature, to afford quino[2,3-b][1,5] benzothiazepines 3a-d. The benzothiazoline 5 or the benzothiazole 6 was instead obtained as the only isolable product when the above reaction was performed on 1b, in the absence of base, in DMF or in THF respectively. The reduction of 3a-c to 11,12-dihydroquino[2,3-b][1,5]benzothiazepines 4a-c is also reported.