91099-11-5Relevant articles and documents
Central Nervous System Active Compounds. XIV On the Cyclization of N-Acyl-N'-arylureas
Heinicke, Grant,Hung, Tran V.,Prager, Rolf H.,Ward, A. David
, p. 831 - 844 (2007/10/02)
The cyclization of N-acyl-N'-arylureas in polyphosphoric acid has been reinvestigated.The product is not only the 4-substituted quinazolin-2(1H)-one as reported, but also contains the 2-acylaniline in major proportions.Two minor products have also been isolated.At 80 deg, an intermediate has been detected, the properties of which are consistent with it being the corresponding 2-acylphenylurea.Acyl ureas with strongly electron-withdrawing acyl groups from major amount of the corresponding anilide by the formal loss of cyanic acid.The application of this reaction tothe synthesis of quinazolinylphthalides has been investigated.