Abstract
A procedure was developed for the synthesis of substituted 2,4-dimethylthieno[3,2-c]quinolines via intramolecular cyclization and subsequent aromatization of 3-(2-chloroprop-2-en-1-yl)-and 3-(2-oxopropyl)-2-methylquinoline-4-thiols. The latter were obtained by alkaline hydrolysis of the corresponding thiuronium salts which were prepared in turn by reactions of 4-chloro-3-(2-chloroprop-2-en-1-yl)-and 4-chloro-3-(2-oxopropyl)-2-methylquinolines with thiourea.
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Marco, J.L., De los Rios, C., Carreiras, M.C., Banos, J.E., Badia, A., and Vivas, N.M., Arch. Pharm., 2002, vol. 335, p. 347; Chem. Abstr., 2003, vol. 138, no. 265139.
Gopal, M., Shenoy, S., and Doddamani, L.S., J. Photochem. Photobiol. B, 2003, vol. 72, p. 69.
Seck, P. and Kirsch, G., Abstracts of Papers, XVIIIth Int. Symp. on Medicinal Chemistry, Denmark, 2004, p. 349.
Bakhite, E.A., J. Chin. Chem. Soc., 2001, vol. 48, p. 1175.
Kamal El-Dean, A.M., Shaker, R., Abo El-Hassan, A.A., and Abdel Latif, F.F., J. Chin. Chem. Soc., 2004, vol. 51, p. 335.
Gorlitzer, K., Gabriel, B., Frohberg, P., Wobst, I., Drutkowski, G., and Jomaa, H., Pharmazie, 2004, vol. 56, p. 439.
Majumdar, K.C. and Ghosh, M., Tetrahedron, 2002, vol. 58, p. 10047.
Avetisyan, A.A., Aleksanyan, I.L., and Pivazyan, A.A., Russ. J. Org. Chem., 2006, vol. 42, p. 739.
Pivazyan, A.A., Uch. Zap. Erevan. Gos. Univ., 2005, no. 2, p. 75.
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Original Russian Text © A.A. Avetisyan, I.L. Aleksanyan, K.S. Sargsyan, 2007, published in Zhurnal Organicheskoi Khimii, 2007, Vol. 43, No. 3, pp. 423–426.
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Avetisyan, A.A., Aleksanyan, I.L. & Sargsyan, K.S. Synthesis of substituted 2,4-dimethylthieno[3,2-c]quinolines. Russ J Org Chem 43, 422–425 (2007). https://doi.org/10.1134/S1070428007030165
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DOI: https://doi.org/10.1134/S1070428007030165