Abstract
3-Substituted 4-oxo-2-thioxo-1,2,3,4,5,6-hexahydrospiro(benzo[h]quinazoline-5,1′-cyclopentanes) were obtained by the reaction of 4-amino-3-ethoxycarbonyl-1,2-dihydrospiro(naphthalene-2,1′-cyclopentane) with methyl, phenyl, and benzyl isothiocyanates and cyclization of the obtained thioureas. Condensation of the products with various halides gave 2,3-substituted 4-oxo-3,4,5,6-tetrahydrospiro(benzo[h]quinazoline-5,1′-cyclopentanes). The reaction of 4-oxo-2-thioxo-1,2,3,4,5,6-hexahydrospiro(benzo[h]quinazoline-5,1′-cyclopentane) with 1,2-dibromoethane and 1,3-dibromopropane led to 6-oxo-7,8-dihydrospiro(benzo[h]thiazolidino[2,3-b]quinazoline-7,1′-cyclopentane) and 7-oxo-8,9-dihydrospiro(benzo[h]-perhydrothiazino[2,3-b]quinazoline-8,1′-cyclopentane) respectively.
Similar content being viewed by others
References
A. I. Markosyan, S. V. Dilanyan, P. A. Kuroyan, A. A. Chachoyan, and B. T. Garibdzhanyan,Khim.-Farm. Zh.,29, No. 4, 32 (1995).
A. I. Markosyan, R. A. Kuroyan, S. V. Dilanyan, M. S. Aleksanyan, A. A. Karapetyan, and Yu. T. Struchkov,Khim. Geterotsikl. Soedin., No. 5, 568 (2000).
A. I. Markosyan, R. A. Kuroyan, S. V. Dilanyan, A. Sh. Oganisyan, M. S. Aleksanyan, A. A. Karapetyan, and Yu. T. Struchkov,Khim. Geterotsikl. Soedin., No. 1, 105 (1999).
Additional information
A. L. Mndzhoyan Institute of Fine Organic Chemistry, National Academy of Sciences of the Republic of Armenia, Erevan. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 663–667, May, 2000.
Rights and permissions
About this article
Cite this article
Markosyan, A.I., Kuroyan, R.A. & Dilanyan, S.V. Synthesis of 2,3-disubstituted 4-oxo-3,4,5,6-tetrahydrospiro-(benzo[h]quinazoline-5,1′-cyclopentanes). Chem Heterocycl Compd 36, 579–583 (2000). https://doi.org/10.1007/BF02290849
Received:
Revised:
Issue Date:
DOI: https://doi.org/10.1007/BF02290849