| Identification | Back Directory | [Name]
6-Trifluoromethyl pyrimidin-4-ylamine | [CAS]
672-41-3 | [Synonyms]
6-(Trifluoromethyl)pyrimidin-4-amine
4-Amino-6-(trifluoromethyl)pyrimidine
6-Trifluoromethyl pyrimidin-4-ylamine
6-(Trifluoromethyl)pyrimidin-4-amine, 4-Amino-6-(trifluoromethyl)-1,3-diazine | [EINECS(EC#)]
200-258-5 | [Molecular Formula]
C5H4F3N3 | [MDL Number]
MFCD08436657 | [MOL File]
672-41-3.mol | [Molecular Weight]
163.101 |
| Chemical Properties | Back Directory | [Boiling point ]
231.9±40.0 °C(Predicted) | [density ]
1.460±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,2-8°C | [pka]
2.21±0.10(Predicted) | [Appearance]
White to off-white Solid | [InChI]
InChI=1S/C5H4F3N3/c6-5(7,8)3-1-4(9)11-2-10-3/h1-2H,(H2,9,10,11) | [InChIKey]
FIAIKJQZLXLGCR-UHFFFAOYSA-N | [SMILES]
C1=NC(C(F)(F)F)=CC(N)=N1 | [CAS DataBase Reference]
672-41-3 |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 4-amino-6-trifluoromethylpyrimidines using 4-chloro-6-trifluoromethylpyrimidines as starting material:
Method 30 Synthesis of 4-amino-6-trifluoromethylpyrimidine
4-Chloro-6-trifluoromethylpyrimidine (1.7 g, 9.9 mmol) was dissolved in acetonitrile (50 mL) followed by addition of 25% ammonia solution (80 mL). The reaction mixture was stirred at 25 °C for about 12 hours. Upon completion of the reaction, the reaction was quenched with water and extracted with ethyl acetate. The organic phases were combined and dried sequentially with saturated sodium chloride solution and anhydrous sodium sulfate. The organic solvent was removed by concentration under reduced pressure to give 1.5 g (98% yield) of the target compound 4-amino-6-trifluoromethylpyrimidine as a white solid.
Nuclear magnetic resonance hydrogen spectroscopy (NMR) data: δ 6.80 (s, 1H); δ 7.52 (brs, 2H); δ 8.49 (s, 1H). | [References]
[1] Patent: US2009/170849, 2009, A1. Location in patent: Page/Page column 14
[2] Patent: WO2014/176210, 2014, A1. Location in patent: Paragraph 00236
[3] Patent: US2015/197511, 2015, A1. Location in patent: Paragraph 0393; 0394
[4] Patent: WO2007/119055, 2007, A1. Location in patent: Page/Page column 37 |
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