Abstract
We studied the dependence of the direction of conversions for salts of angular 7,12-dihydro-5H-isoquino[2,3-a]quinazolin-5-one on temperature and the nature of the anion: heating in high-boiling solvents leads either to aromatization of the heterosystem or to the rearrangement product, the linear 6,11-dihydro-13H-isoquino[3,2-b]quinazolin-13-one. When its hydrobromide is heated in high-boiling solvents, along with dimerization of the linear isomers, processes of oxidation at the positions 6 and 11 of the heterosystem occur. The dimer obtained in the reaction with morpholine is readily cleaved, with formation of a 6-(4-morpholyl)-substituted linear compound.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 430–439, March, 2007.
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Potikha, L.M., Kovtunenko, V.A., Tarasevich, A.V. et al. Condensed isoquinolines. 20. Characteristic features of thermal rearrangement of 7,12-dihydro-5H-isoquino[2,3-a]quinazolin-5-one to form 6,11-dihydro-13H-isoquino[3,2-b]quinazolin-13-one. Chem Heterocycl Compd 43, 347–355 (2007). https://doi.org/10.1007/s10593-007-0051-8
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DOI: https://doi.org/10.1007/s10593-007-0051-8