2,4-Pyrimidinediamine, 6-methyl- (9CI)

2, 4-Diamino-6-methylpyrimidine was synthesized in accordance with the process described in Aust. J. Chem., 1984, vol. 37, pp. 1195-1201. (0362) Guanidine hydrochloride (23.8 g) was added to methanol (50 mL) and a solution of sodium methoxide in 28percent methanol (51 mL), followed by stirring at room temperature for 30 minutes. Subsequently, the precipitated salt was removed by filtration, followed by concentration under reduced pressure to give a guanidine-free product solution. Then, 3-amino crotononitrile (16.4 g) and 1-butanol (60 mL) were added to the solution. The reaction solution was stirred with heating at 110° C. for 10 hours under a nitrogen gas flow. After completion of the reaction, the precipitated salt was removed by hot filtration, and 100 mL of acetone was added to the remaining solution, followed by stirring under ice cooling for 30 minutes to give a crude product. The crude product was recrystallized from acetone to yield 10.5 g of 2, 4-diamino-6-methylpyrimidine. (0363) Methyl benzoate (23 g: 169 mmol) and sodium methoxide (22 g: 407 mmol) were added to a solution of 2, 4-diamino-6-methylpyrimidine (10 g: 81 mmol) in N-ethylpyrrolidone (100 mL), followed by stirring with heating at 40° C. for 2 hours. The temperature of the reaction system was decreased to room temperature. The reaction solution was poured into a 1N aqueous hydrochloric acid solution, and the solid component was collected by filtration. The crude product was recrystallized from 2-propanol to yield compound (1-2). (0364) The NMR spectrum of produced compound (1-2) is as follows. (0365) Step B Synthesis of 2, 4-diamino-6-methyl-5-pyrimidinyl hydrogen sulfate as an intermediate This compound was prepared in a manner analogous to that of Step C of Example 12, using 30.0 grams (0.242 mole) of 2, 4-diamino-6 -methylpyrimidine, 82.8 grams (0.363 mole) of ammonium persulfate and 360 mL of aqueous 5N sodium hydroxide. The product was recrystallized from water, yielding 27.3 grams of 2, 4-diamino-6-methyl-5-pyrimidinyl hydrogen sulfate, mp 285 C., dec. The IR spectrum was consistent with the proposed structure.Step A Synthesis of Step A Synthesis of

Molecular Weight:124.14
XLogP3:-0.1
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Exact Mass:124.074896272
Monoisotopic Mass:124.074896272
Topological Polar Surface Area:77.8
Heavy Atom Count:9
Complexity:95
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes