Mizukami, Satoshi published the artcileRelation between pKa (H2O) of 5-substituted 4-amino-2-methylpyrimidines and half neutralization potential and the behavior of the compounds in nonaqueous solvents., Product Details of C8H11N3O2, the main research area is PYRIMIDINE SYSTEM; METHYLPYRIMIDINE SYSTEM; AMINOMETHYLPYRIMIDINE SYSTEM.
The half neutralization point (HNP) values and potentiometric inflections at the end point in potentiometric titrations were determined for 5-substituted 4-amino-2-methylpyrimidines (substituent = H, CH2OH, CH2NH2, CONH2, CO2Et, CO2H, CHO, or CN) in the following nonaqueous solvents: HOAc, HOAc-Me2CO, HOAc-MeCN, MeOH, EtOH, iso-PrOH, iso-PrOH-HOCH2CH2OH, Me2CO, MeCOEt, iso-BuCOMe, and MeCN. The determinations were effectively made in acidic and dipolar aprotic solvents. With some exceptions, there was a linear relation between the HNP values and the pKa (H2O) values, and between the HNP values and the Hammett σm. Deviations from these relations are discussed. Differential titration of a mixture of 5-hydroxy- and 5-formyl-4-amino-2-methylpyrimidines (I) in various solvents indicated that the power of a solvent to differentiate the mixture increased with increasing Hammett values; a dipolar aprotic solvent of low dielec. constant is recommended for titration of a mixture of the bases with HClO4. From the Hammett equation and uv spectra, these pyrimidines exist largely as the amino form in the solvents and in H2O; the true proton acceptor is the 1-position of the ring. Some abnormal results obtained with I and 5-(aminomethyl)-4-amino-2-methylpyrimidines (II) are explained by chem. reactions. II (0.15 g.) dissolved in 100 ml. Me2CO by warming at 40° or by standing 2 days gave 0.18 g.4-amino-5-(isopropylideneiminomethyl)-2-methylpyrimidine (III), leaflets, m. 151-2°. III (0.2 g.) heated 2 hrs. at 100° with 5 ml. 5% gave II.HCl and Me2CO. III (0.5 g.) in 15 ml. tetrahydrofuran treated slowly at room temperature with 0.5 g. LiAlH4, the mixture stirred 1.5 hrs., H2O added slowly to the cold mixture, and the mixture acidified with HCl gave 4-amino-5-(isopropylideneiminomethyl)-2-methyl-pyrimidine di-HCl (IV), decomposing at 284-5° (aqueous alc.). 4-Amino-5-(chloromethyl)-2-methylpyrimidine (1 g.), 3 g. (Me3)2CHNH2, and 20 ml. EtOH heated at 100° in a sealed tube 2 hrs., and the product in EtOH-Et2O treated with HCl gas gave 1.4 g. IV. A mixture of 1 g. I and 30 ml. absolute MeOH containing 4% dry HCl held 3 hrs. at room temperature and then basified with NaOMe gave 0.7 g. I di-Me acetal, m. 108.5-9° (MeOH); I di-Et acetal, m. 66-8°, was similarly prepared
Chemical & Pharmaceutical Bulletin published new progress about Ionization. 5472-46-8 belongs to class pyrimidines, name is Ethyl 4-amino-2-methylpyrimidine-5-carboxylate, and the molecular formula is C8H11N3O2, Product Details of C8H11N3O2.
Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia