Abstract
A modified procedure was developed for the synthesis of 5,6,7,8,13,13a-hexahydrophthalazino[1,2-b]quinazoline-5,8-dione and 6-amino-5,6,6a,11-tetrahydroisoindolo[2,1-a]quinazoline-5,11-dione from o-formylbenzoic acid and anthranilic acid hydrazide. The mechanism of the transformation is suggested, some reactions were studied, and new derivatives of these compounds were synthesized. Anthranilic acid hydrazide was used in the novel synthesis of 5-substituted phthalazino[1,2-b]quinazolin-8-one derivatives. The possible reaction mechanism is discussed. 5,6,7,8-Tetrahydrophthalazino[1,2-b]quinazoline-5,8-dione and 5-phenylphthalazino[2,1-b]quinazolin-8-one were studied by X-ray diffraction.
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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 2294–2302, November, 2008.
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Ukhin, L.Y., Kuz’mina, L.G., Gribanov, T.N. et al. Anthranilic acid hydrazide in the synthesis of fused polycyclic compounds with quinazoline moieties. Russ Chem Bull 57, 2340–2348 (2008). https://doi.org/10.1007/s11172-008-0333-z
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DOI: https://doi.org/10.1007/s11172-008-0333-z