The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Deamination studies on pyrimidine and condensed pyrimidine systems》. Authors are Trattner, Richard B.; Elion, Gertrude B.; Hitchings, George H.; Sharefkin, David M..The article about the compound:2-Aminoquinazolin-4(3H)-onecas:20198-19-0,SMILESS:O=C1NC(N)=NC2=C1C=CC=C2).Name: 2-Aminoquinazolin-4(3H)-one. Through the article, more information about this compound (cas:20198-19-0) is conveyed.
Five representative 2,4-diaminopyrimidines and condensed pyrimidine systems, such as I, were subjected to several deamination procedures. The amino group in the 2-position of the pyrimidine ring can be removed by treatment with nitrous acid, but is resistant to acid or alk. hydrolysis. The 4-amino group is unreactive toward nitrous acid, but is removed by acid or alk. hydrolysis. The fused ring attached to the pyrimidine ring has a pronounced influence on the reactivity of each amino group. The results are consistent with the hypothesis that the reactive intermediates of the 2,4-diaminopyrimidine ring have a p-quinoid structure rather than an o-quinoid form.
In addition to the literature in the link below, there is a lot of literature about this compound(2-Aminoquinazolin-4(3H)-one)Name: 2-Aminoquinazolin-4(3H)-one, illustrating the importance and wide applicability of this compound(20198-19-0).
Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis