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Synthesis and Transformations of 4-[2-methyl-4-(methylsulfanyl)quinolin-3-yl]butan-2-ones Substituted in the Benzene Ring

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Abstract

Novel hetarylquinolines containing the thiazolidine and dihydrothiazole rings were synthesized on the basis of benzene ring–substituted 2-{4-[2-methyl-4-(methylsulfanyl)quinolin-3-yl]butan-2-ylidene}hydrazinocarbothioamides. The reactions of the latter and their sulfanyl analogs with phenylhydrazine hydrochloride gave benzene ring–substituted 2-methyl-3-[(2-methyl-1H-indol-3-yl)methyl]-4-(methylsulfanyl)quinolines and 4-[2-methyl-4-(ethylsulfanyl)quinolin-3-yl]butan-2-ones, respectively. The latter were also prepared by the reactions of 4-(4-sulfanyl-2-methylquinolin-3-yl)butan-2-ones with ethanol in the presence of sulfuric acid.

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Authors and Affiliations

  1. Yerevan State University, 375025, Yerevan, Armenia

    I. L. Aleqsanyan & L. P. Hambardzumyan

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  1. I. L. Aleqsanyan
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  2. L. P. Hambardzumyan
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Correspondence to I. L. Aleqsanyan.

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Translated from Zhurnal Organicheskoi Khimii, 2021, Vol. 57, No. 8, pp. 1170–1176 https://doi.org/10.31857/S0514749221080085.

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Aleqsanyan, I.L., Hambardzumyan, L.P. Synthesis and Transformations of 4-[2-methyl-4-(methylsulfanyl)quinolin-3-yl]butan-2-ones Substituted in the Benzene Ring. Russ J Org Chem 57, 1289–1294 (2021). https://doi.org/10.1134/S107042802108008X

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  • DOI: https://doi.org/10.1134/S107042802108008X

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