4-Pyrimidinamine, 2-methyl- (9CI) Chemical Properties

Melting point:

204-205℃

Boiling point:

222℃

Density 

1.155

Flash point:

111℃

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

pka

5.99±0.10(Predicted)

Appearance

White to off-white Solid

InChI

InChI=1S/C5H7N3/c1-4-7-3-2-5(6)8-4/h2-3H,1H3,(H2,6,7,8)

InChIKey

GKVDLTTVBNOGNJ-UHFFFAOYSA-N

SMILES

C1(C)=NC=CC(N)=N1

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-37/38-41

Safety Statements 

26-39

HS Code 

2933599590

4-Pyrimidinamine, 2-methyl- (9CI) Usage And Synthesis

Synthesis Reference(s)

Tetrahedron Letters, 7, p. 4325, 1966 DOI: 10.1016/0005-2760(66)90119-6

Synthesis

The general procedure for the synthesis of 2-methyl-4-aminopyrimidine from trimethyl orthoacetate and 3-methoxyacrylonitrile was as follows: in a 10 mL stainless steel pressure-resistant reactor, 1.0 g (12 mmol) of 3-methoxyacrylonitrile, 3.9 g (32 mmol) of trimethyl orthoacetate, and 4.0 g (56 mmol) of 24 wt% ammonia-methanol solution were added in sequence. The reaction mixture was stirred at 130°C for 8 hours. After completion of the reaction, 20 mL of hexane was added to the reaction mixture, stirred thoroughly and filtered to afford 0.94 g (isolated yield: 72%) of the target product 2-methyl-4-aminopyrimidine as yellow crystals. 2-methyl-4-aminopyrimidine was characterized physically as follows: 1H-NMR (DMSO-d6, δ/ppm): 2.29 (3H, s), 6.22 (1H, dd, J = 5.9), 4.0 g (56 mmol) of 24 wt% ammonia-methanol solution. dd, J = 5.9, 0.5 Hz), 6.69 (2H, brs), 7.94 (1H, d, J = 5.9 Hz); CI-MS (m/e): 109 (M + 1).

References

[1] Patent: US2008/45712, 2008, A1. Location in patent: Page/Page column 3-4

4-Pyrimidinamine, 2-methyl- (9CI)(74-69-1)Related Product Information

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