Ethanone,1-(2-amino-4-pyrimidinyl)-

Ethanone,1-(2-amino-4-pyrimidinyl)- Property

Melting point:

148-149 °C(Solv: ethanol (64-17-5))

Boiling point:

351.3±34.0 °C(Predicted)

Density 

1.250±0.06 g/cm3(Predicted)

storage temp. 

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

pka

1.70±0.10(Predicted)

Appearance

Off-white to light brown Solid

InChI

InChI=1S/C6H7N3O/c1-4(10)5-2-3-8-6(7)9-5/h2-3H,1H3,(H2,7,8,9)

InChIKey

XDKSEDDZHXZRKQ-UHFFFAOYSA-N

SMILES

C(=O)(C1C=CN=C(N)N=1)C

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Ethanone,1-(2-amino-4-pyrimidinyl)- Chemical Properties,Usage,Production

Synthesis

Using 4-(1,1-dimethoxyethyl)pyrimidin-2-amine (17.5 g, 95.5 mmol) as starting material, it was dissolved in formic acid and the reaction was stirred for 6 hours at room temperature. After completion of the reaction, the reaction solution was concentrated to dryness. The resulting residue was dissolved in ethanol (50 mL), stirred and filtered to obtain 1-(2-aminopyrimidin-4-yl)ethanone (9.2 g, 70% yield).

References

[1] Journal of Heterocyclic Chemistry, 1985, vol. 22, p. 1723 - 1726
[2] Patent: US2007/142415, 2007, A1. Location in patent: Page/Page column 17
[3] Patent: WO2005/14572, 2005, A1. Location in patent: Page/Page column 24; 25
[4] Patent: US2007/142414, 2007, A1. Location in patent: Page/Page column 19
[5] Patent: WO2007/96334, 2007, A1. Location in patent: Page/Page column 32-33