4-Pyrimidinamine, 6-methyl- (9CI) Chemical Properties

Melting point:

197°C

Boiling point:

194.6°C (rough estimate)

Density 

1.1118 (rough estimate)

refractive index 

1.5340 (estimate)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

pka

5.83±0.10(Predicted)

form 

Solid

Appearance

White to off-white Solid

InChI

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

InChIKey

LAERIBHKDNBVOO-UHFFFAOYSA-N

SMILES

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

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

HS Code 

2933399990

4-Pyrimidinamine, 6-methyl- (9CI) Usage And Synthesis

Synthesis

The general procedure for the synthesis of 4-amino-6-methylpyrimidine from 3-aminobut-2-enenenitrile and trimethyl orthoformate was as follows: in a 10 mL stainless steel pressure-resistant vessel, 1.0 g (11.7 mmol, 96% purity) of 3-aminobut-2-enenitrile, 2.48 g (23.4 mmol) of trimethyl orthoformate, and 1.42 g (17.5 mmol) of a 21 wt% ammonia-methanol solution. The mixture was stirred and reacted at 130°C for 15 hours. Upon completion of the reaction, the reaction mixture was concentrated under reduced pressure. To the concentrate was added 10 mL of isopropanol and 660 mg of activated charcoal, stirred at 90 °C for 1 h and filtered. To the filtrate, 660 mg of activated carbon was added again and stirred at 90°C for 1 hour. After filtration, the filtrate was concentrated and 1.8 mL of isopropanol and 3 mL of toluene were added to the concentrate, and the mixture was heated to 90°C and then gradually cooled and stirred at -5°C for 1 hour. The precipitated solid was collected by filtration and dried under reduced pressure to give 326 mg (26% isolated yield, 99.5% purity, GC area percentage) of 6-methyl-4-aminopyrimidine as white crystals.The physical properties of 6-methyl-4-aminopyrimidine were as follows: 1H-NMR (DMSO-d6, δ/ppm): 2.17 (3H, s), 6.25 (1H, s) , 6.65 (2H, brs), 8.21 (1H, s); CI-MS (m/e): 110 (M+1).

References

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

4-Pyrimidinamine, 6-methyl- (9CI)(3435-28-7)Related Product Information

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