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20781-06-0

20781-06-0 Structure

20781-06-0 Structure
IdentificationMore
[Name]

2,4-DIAMINO-PYRIMIDINE-5-CARBALDEHYDE
[CAS]

20781-06-0
[Synonyms]

2,4-DIAMINO-PYRIMIDINE-5-CARBALDEHYDE
2,4-DIAMINOPYRIMIDINE-5-CARBOXALDEHYDE
AURORA KA-6757
5-Pyrimidinecarboxaldehyde, 2,4-diamino-(6CI,8CI,9CI)
[Molecular Formula]

C5H6N4O
[MDL Number]

MFCD04973412
[Molecular Weight]

138.13
[MOL File]

20781-06-0.mol
Chemical PropertiesBack Directory
[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)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H317-H319
[Precautionary statements ]

P261-P264-P280-P301+P312-P302+P352-P305+P351+P338
[Hazard Codes ]

Xn
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
Hazard InformationBack Directory
[Chemical Properties]

Yellow Solid
[Uses]

Intermediate for the preparation of medicines and agrochemicals.
[Synthesis]

Formic acid

64-18-6

2,4-DIAMINOPYRIMIDINE-5-CARBONITRILE

16462-27-4

2,4-DIAMINO-PYRIMIDINE-5-CARBALDEHYDE

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
Spectrum DetailBack Directory
[Spectrum Detail]

2,4-DIAMINO-PYRIMIDINE-5-CARBALDEHYDE(20781-06-0)1HNMR
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