| Identification | Back Directory | [Name]
2,4-DIAMINOPYRIMIDINE-5-CARBONITRILE | [CAS]
16462-27-4 | [Synonyms]
NSC 135235
2,4-DIAMINO-5-CYANO-PYRIMIDINE
2,4-Diaminopyrimidine-5-carbonitriL
2,4-DIAMINOPYRIMIDINE-5-CARBONITRILE
2,4-DIAMINO-5-PYRIMIDINECARBONITRILE
5-Pyrimidinecarbonitrile, 2,4-diamino-
2,4-Diaminopyrimidine-5-carbonitrile ,97%
5-Pyrimidinecarbonitrile, 2,4-diamino- (6CI,8CI,9CI)
2,4-DIAMINOPYRIMIDINE-5-CARBONITRILE ISO 9001：2015 REACH | [Molecular Formula]
C5H5N5 | [MDL Number]
MFCD00085600 | [MOL File]
16462-27-4.mol | [Molecular Weight]
135.13 |
| Chemical Properties | Back Directory | [Melting point ]
318 °C (decomp) | [Boiling point ]
498.2±55.0 °C(Predicted) | [density ]
1.45±0.1 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,2-8°C | [solubility ]
DMF (Slightly, Heated), DMSO (Slightly) | [form ]
Solid | [pka]
3.93±0.10(Predicted) | [color ]
Light Yellow |
| Hazard Information | Back Directory | [Chemical Properties]
Yellow Solid | [Uses]
2,4-Diaminopyrimidine-5-carbonitrile is used as an intermediate for the preparation of medicines and agrochemicals (1). | [Uses]
Intermediate for the preparation of medicines and agrochemicals. | [Synthesis]
General procedure for the synthesis of 2,4-diaminopyrimidine-5-carbonitrile from guanidine nitrate and ethoxymethylenemalonononitrile: 1.22 g (10 mmol) of guanidine nitrate was dissolved in 50 mL of sodium ethanolate ethanol solution, keeping the reaction temperature at 5°C, and 1.22 g (10 mmol) of ethoxymethylenemalononitrile was added slowly dropwise, the dropwise process lasted for 8 hours. Upon completion of the reaction, the reaction was quenched by the addition of an appropriate amount of water and extracted with ethyl acetate. The organic phases were combined and washed with saturated saline, followed by concentration of the organic phase by removing the solvent by distillation under reduced pressure. Finally, the residue was purified by silica gel column chromatography with an eluent ratio of dichloromethane:methanol=1:30 (v/v) to afford the white solid product 2,4-diaminopyrimidine-5-carbonitrile (compound of formula IV) in 71% yield. | [References]
[1] Patent: CN106938997, 2017, A. Location in patent: Paragraph 0048; 0058-0059
[2] Bioorganic and Medicinal Chemistry, 2010, vol. 18, # 9, p. 3187 - 3197 |
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