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Reaction of 1-methylthio-3,4-dihydroisoquinolines with amines

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

A study was carried out on the reaction of 1-methylthio-3,4-dihydroisoquinolines with aromatic and aliphatic amines, thiourea, semicarbazide, and thiosemicarbazide. The reactions with anthranilic acid and 2-amino-3-carboethoxy-4,5-dmeurylthiophene give 6,6-dmethyl-5,6-dihydro-8H-isoquino[1,2-blquinazolin-8-one and 6, 6, 9,10-tetramethyl-5,6-dihydro-8H-benzo[i]thieno[2,3-b]quinolizin-8-one, respectively. 1-Semicarbazido-and 1-thiosemicarbazido-3,4-dihydroisoquinolines were shown to undergo thermal elimination of ammonia to give substituted 1, 2, 4-triazolo [3, 4-a]isoquinolin-3-ones and 1, 2, 4-triazolo[3, 4-ajisoquinoline-3-thiones.

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Authors and Affiliations

  1. Institute of Industrial Chemistry, Urals Branch, Russian Academy of Sciences, 614600, Perm

    Yu. V. Shklyaev, V. A. Glushkov, N. B. Belogub & I. L. Misyura

Authors
  1. Yu. V. Shklyaev
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  2. V. A. Glushkov
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  3. N. B. Belogub
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  4. I. L. Misyura
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Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 800-806, June, 1996. Original article submitted June 19, 1995; revision submitted March 14, 1996.

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Shklyaev, Y.V., Glushkov, V.A., Belogub, N.B. et al. Reaction of 1-methylthio-3,4-dihydroisoquinolines with amines. Chem Heterocycl Compd 32, 689–695 (1996). https://doi.org/10.1007/BF01164868

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