Abstract
A reaction of 2-diaminomethylidenedimedone with aryl isocyanates leads to the formation of the corresponding ureas, which upon the action of sodium methoxide cyclize to 4-amino-7,8-dihydroquinazoline-2,5(1H,6H)-dione derivatives. The latter react with aryl isocyanates following the similar scheme to furnish 1,6-diaryl-8,8-dimethyl-7,8-dihydro-1H-pyrimido-[4,5,6-de]quinazoline-2,5(3H,6H)-diones, new tricyclic compounds containing pyrimidopyrimidine fragment.
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References
Eur. Pat. Appl., EP 351058; Chem. Abstrs, 1990, 113, 40711r.
J. Cieplic, J. Pluta, O. Gubrynowicz, Acta Pol. Pharm., 2003, 60, 487.
R. Gupta, A. Jain, R. Joshi, M. Jain, Bull. Korean Chem. Soc., 2011, 32, 899.
Eur. Pat. Appl., EP 163599; Chem. Abstrs, 1986, 104, 186439u.
Ger. Offen., DE 3601731; Chem. Abstrs, 1988, 109, 54786y.
J. E. Gready, C. Mc Kinlay, M. G. Gebauer, Eur. J. Med. Chem., 2003, 38, 719.
V. A. Dorokhov, M. F. Gordeev, A. V. Komkov, V. S. Bogdanov, Izv. Akad. Nauk SSSR, Ser. Khim., 1991, 159 [Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.), 1991, 40, 142].
V. A. Dorokhov, M. F. Gordeev, A. V. Komkov, V. S. Bogdanov, Izv. Akad. Nauk SSSR, Ser. Khim., 1991, 2593 [Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.), 1991, 40, 2267].
A. V. Komkov, A. M. Sakharov, V. S. Bogdanov, V. A. Dorokhov, Izv. Akad. Nauk, Ser. Khim., 1995, 1324 [Russ. Chem. Bull. (Engl. Transl.), 1995, 44, 1278].
V. Dorokhov, A. Komkov, S. Baranin, ARKIVOC, 2003, 14, 178, www.arkat-usa.org, volume 2003, 14.
V. A. Voronkova, A. V. Komkov, V. A. Dorokhov, Izv. Akad. Nauk, Ser. Khim., 2009, 347 [Russ. Chem. Bull., Int. Ed., 2009, 58, 351].
V. A. Dorokhov, V. A. Voronkova, A. V. Komkov, S. V. Baranin, L. S. Vasil’ev, Izv. Akad. Nauk, Ser. Khim., 2010, 1012 [Russ. Chem. Bull., Int. Ed., 2010, 59, 1035].
H. Wamhoff, W. Lamers, Synthesis, 1993, 111.
V. A. Voronkova, A. V. Komkov, A. S. Shashkov, V. A. Dorokhov, Izv. Akad. Nauk, Ser. Khim., 2011, 141 [Russ. Chem. Bull., Int. Ed., 2011, 60, 148].
I. Trummer, E. Ziegler, O. S. Wolfbeis, Synthesis, 1981, 225.
V. A. Mironov, A. D. Fedorovich, A. A. Akhrem, Usp. Khim., 1981, 50, 1272 [Russ. Chem. Rev. (Engl. Transl.), 1981, 50, 666].
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Dedicated to Academician of the Russian Academy of Sciences O. M. Nefedov on the occasion of his 80th birthday.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 2275–2279, November, 2011.
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Dorokhov, V.A., Voronkova, V.A., Komkov, A.V. et al. New tricyclic compounds with pyrimido[4,5-d]pyrimidine fragment, the 7,8-dihydro-1H-pyrimido[4,5,6-de]quinazoline derivatives. Russ Chem Bull 60, 2320–2324 (2011). https://doi.org/10.1007/s11172-011-0355-9
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DOI: https://doi.org/10.1007/s11172-011-0355-9