A concise and efficient solid-phase synthesis of 2-amino-4(3H)-quinazolinones

Synthetic Approaches Towards Quinazolines, Quinazolinones and Quinazolinediones on Solid Phase

“…A short and efficient synthesis of substituted 2-amino-4(1H)-quinazolinones on chloromethylated polystyrene resin was published by Yang and Kaplan [58].…”

New synthetic route to pyrimido[4,5-g]quinazoline-4,9-diones

“…7,8 Due to the importance of quinazolinones for biological activity and pharmaceutical relevance, research in the synthesis of various quinazolinones have been conducted. [5][6][7][8][9][10][11][12][13][14][15][16][17] A pyrimido[4,5-g]quinazoline-4,9-dione compound has two quinazolinone moieties fused to a central benzene ring, which allows delocalization of p-electrons between 2 and 7 positions. Its 2,7-(hetero)aryl disubstituted derivatives ( Fig.…”

SnCl2 · 2H2O‐catalyzed one‐pot synthesis of 4(3H)‐quinazolinones from anthranilic acid, ortho esters, and amines under solvent free conditions

“…Moreover, the 4(3H)-quinazolinone moiety is found in several bioactive natural products [3]. Because of the importance of 4(3H)-quinazolinones different strategies for their synthesis have been described in the literature: (a) cyclocondensation of anthranilamide with aryl, alkyl, or heteroaryl aldehydes in refluxing ethanol [4]; (b) poly-(ethylene glycol) supported by aza-Wittig reaction [5]; (c) intramolecular cyclization of fluorine-containing Sethyl N-benzoylisothioureas [6]; (d) cyclocondensation of 2-fluorobenzoyl chlorides with 2-amino-N-heterocycles [7]; (e) copper-catalyzed cascade reactions of the substituted 2-halobenzoic acids with amidines [8]; (f) reaction of polymer-bound isothiourea with isatoic anhydride [9]; (g) reaction of anthranilic acids and ammonium or triethylammonium N-aryl-dithiocarbamates [10].…”