The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Series of 2-methyl-5-alkyl-4,6-dihydroxypyrimidines》. Authors are Ferris, Livingston P. II; Ronzio, Anthony R..The article about the compound:6-Hydroxy-2-methylpyrimidin-4(3H)-onecas:1194-22-5,SMILESS:CC1=NC(=CC(N1)=O)O).SDS of cas: 1194-22-5. Through the article, more information about this compound (cas:1194-22-5) is conveyed.
Acetamidine-HCl (1/8 mol.), added to 150 cc. absolute EtOH and 3.3 g. Na, followed by 0.05 mol. of CH2(CO2Et)2 or its monoalkyl derivative, and allowed to stand 2-3 days, the solution exactly neutralized with concentrated HCl, H2O added to dissolve the NaCl, the undissolved pyrimidine filtered, decolorized in boiling AcOH and reprecipitated with Et2O, gives the following 2-methyl-5-alkyl-4,6-dihydroxypyrimidines, the group in position 5 being: H (I) (43%), Me (18%), Et (15%), Pr (22%), Bu (II) (33%) and Am (26%). These do not show definite m. ps. but sublime between 260-350°; in a sealed tube they decompose without melting. The absorption spectra curves are given for I in H2O, HCl and KOH and for II in EtOH.
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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem