Abstract
The reaction of4-acylamino-3-cyano-1,2-dihydrospiro(naphthalene-2,1-cyclohexanes) with hydrogen chloride yields 2-substituted 4-oxo-3,4,5,6-tetrahydrospiro(benzo[h]quinazoline-5,1-cyclohexanes). It was found that when the latter are condensed with methyl iodide, N-alkylation takes place exclusively. Alkylation with ethyl iodide in analogous conditions yields a mixture of O- and N-substituted products.
Similar content being viewed by others
Literature cited
A. M. Tripathi, B. A. Tekwani, R. Sen, and S. Chatak, Ind. J. Exp. Biol., 23, 452 (1985).
T. Hirota, K. Kawanishi, K. Sasaki, T. Namba, A. Iwadoh, and Sh. Hayakawa, J. Heterocycl. Chem., 23, 685 (1986).
T. Hirota, K. Kawanishi, and K. Sasaki, Heterocycles, 24, 1119 (1986).
J. Krapcho and Ch. F. Twek, US Patent No. 3,925,384; Chem. Abstr., 84, 90175X (1976).
Author information
Authors and Affiliations
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 658–661, May, 1992.
Rights and permissions
About this article
Cite this article
Markosyan, A.I., Oganisyan, M.G. & Kuroyan, R.A. Synthesis of 4-oxo-3,4,5,6-tetrahydrospiro(benzo[h]quinazoline-5,1-cyclohexane) derivatives. Chem Heterocycl Compd 28, 556–559 (1992). https://doi.org/10.1007/BF00475256
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00475256