The acid-catalyzed condensation of 2-methyl-4-oxo-3H-quinazolin with 3,5-di(tert-buty1)-1,2-benzoquinone affords 5,7-di(tert-butyl)-2-(4'-oxo-3H-quinazolin-2'-yl)-1,3-tropolone and 2-(3,5-di(tert-buty1)-2-hydroxybenzoyl)-3H-quinazolin-4-one. The molecular structures of 5,7-di(tert-butyl)-2-(4'-oxo-3H-quinazolin-2' -y1)-1,3-tropolone and 2-(3,5-di(tert-buty1)2-hydroxybenzoyl)-3H-quinazolin-4-one were studied by X-ray diffraction, two-dimensional NMR spectroscopy, and the density functional theory (PBE0/6-311+G**).