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2,4-DIAMINO-PYRIMIDINE-5-CARBALDEHYDE

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2,4-DIAMINO-PYRIMIDINE-5-CARBALDEHYDE Basic information

Product Name:
2,4-DIAMINO-PYRIMIDINE-5-CARBALDEHYDE
Synonyms:
  • 2,4-DIAMINO-PYRIMIDINE-5-CARBALDEHYDE
  • 2,4-DIAMINOPYRIMIDINE-5-CARBOXALDEHYDE
  • AURORA KA-6757
  • 2,4-DiaMino-5-pyriMidinecarboxaldehyde
  • 2,6-DiaMino-5-pyriMidinecarboxaldehyde
  • NSC 211353
  • 5-Pyrimidinecarboxaldehyde, 2,4-diamino- (6CI,8CI,9CI)
  • 2,4-Diamino-5-formylpyrimidine
CAS:
20781-06-0
MF:
C5H6N4O
MW:
138.13
Product Categories:
  • Building Blocks
  • Amines
  • Aromatics
  • Heterocycles
  • Intermediates
  • PYRIMIDINE
Mol File:
20781-06-0.mol
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2,4-DIAMINO-PYRIMIDINE-5-CARBALDEHYDE Chemical Properties

Melting point:
274-276°C
Boiling point:
468.3±55.0 °C(Predicted)
Density 
1.499±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,2-8°C
solubility 
DMSO, Methanol
form 
Solid
pka
5.32±0.10(Predicted)
color 
Yellow
CAS DataBase Reference
20781-06-0(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
36/37/38-43-36-22
Safety Statements 
26-36/37/39-36/37
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2,4-DIAMINO-PYRIMIDINE-5-CARBALDEHYDE Usage And Synthesis

Chemical Properties

Yellow Solid

Uses

Intermediate for the preparation of medicines and agrochemicals.

Synthesis

64-18-6

16462-27-4

20781-06-0

The general procedure for the synthesis of 2,4-diaminopyrimidine-5-carboxaldehyde from formic acid and 2,4-diaminopyrimidine-5-carbonitrile is as follows: nickel ruanne (2.5 g, 50% aqueous slurry) was added to a 98-100% solution of formic acid (20 mL) containing 2,4-diaminopyrimidine-5-carbonitrile (2.0 g, 14.8 mmol). The reaction mixture was refluxed for 3-4 hours. Upon completion of the reaction, the reaction mixture was filtered and the solid was washed with formic acid (10 mL). The filtrate and washings were combined and concentrated under reduced pressure. The concentrated residue was stirred in 30% aqueous ammonia solution and subsequently cooled to give a free flowing solid product. The product was collected by filtration, washed with water and dried to give 2,4-diaminopyrimidine-5-carbaldehyde (1.8 g, 78% yield) as an off-white solid.

References

[1] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 7, p. 2428 - 2433

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