Unprecedented reactivity of 3-amino-1H,3H-quinoline-2,4-diones with urea: an efficient synthesis of 2,6-dihydro-imidazo(1,5-c)quinazoline-3,5-diones

Content Provider	Semantic Scholar
Author	Klásek, Antonín Kořistek, Kamil Lyčka, Antonín Holčapek, Michal
Copyright Year	2003
Abstract	Abstract Substituted 3-amino-1H,3H-quinoline-2,4-diones react with urea in acetic acid to give novel 2,6-dihydro-imidazo[1,5-c]quinazoline-3,5-diones in high yields. The same compounds were obtained, albeit with small yields, from 3-chloro-1H,3H-quinoline-2,4-diones and urea. In the proposed reaction mechanism, a molecular rearrangement of the primarily formed mono-substituted urea takes place. The prepared 2,6-dihydro-imidazo[1,5-c]quinazoline-3,5-diones were characterized by their 1H, 13C, 15N NMR and IR spectra and atmospheric pressure chemical ionisation mass spectra.
Starting Page	1283
Ending Page	1288
Page Count	6
File Format	PDF HTM / HTML
DOI	10.1016/S0040-4020(03)00028-0
Volume Number	59
Alternate Webpage(s)	http://holcapek.upce.cz/reprints/RE_Tetrahedron_59_2003_1283.pdf
Alternate Webpage(s)	https://doi.org/10.1016/S0040-4020%2803%2900028-0
Language	English
Access Restriction	Open
Content Type	Text
Resource Type	Article