| Identification | Back Directory | [Name]
2-AMINO-4-CHLORO-6-TRIFLUOROMETHYL-PYRIMIDINE | [CAS]
16097-60-2 | [Synonyms]
2-AMINO-4-CHLORO-6-TRIFLUOROMETHYL-PYRIMIDINE
4-Chloro-6-(TrifluoroMethyl)-2-PyriMidinaMine
4-chloro-6-(trifluoromethyl)pyrimidin-2-amine
2-Pyrimidinamine, 4-chloro-6-(trifluoromethyl)-
4-CHLORO-6-(TRIFLUOROMETHYL)PYRIMIDIN-2-YLAMINE
PYRIMIDINE, 2-AMINO-4-CHLORO-6-(TRIFLUOROMETHYL)-
2-AMINO-4-CHLORO-6-TRIFLUOROMETHYL-PYRIMIDINE ISO 9001：2015 REACH | [Molecular Formula]
C5H3ClF3N3 | [MDL Number]
MFCD06656426 | [MOL File]
16097-60-2.mol | [Molecular Weight]
197.55 |
| Chemical Properties | Back Directory | [Melting point ]
92-93 °C | [Boiling point ]
280.7±50.0 °C(Predicted) | [density ]
1.598±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,2-8°C | [pka]
0.29±0.10(Predicted) | [Appearance]
White to off-white Solid | [InChI]
InChI=1S/C5H3ClF3N3/c6-3-1-2(5(7,8)9)11-4(10)12-3/h1H,(H2,10,11,12) | [InChIKey]
ZLIUVGFJXHOHLN-UHFFFAOYSA-N | [SMILES]
C1(N)=NC(C(F)(F)F)=CC(Cl)=N1 |
| Hazard Information | Back Directory | [Synthesis]
Example 15: Synthesis of 4-chloro-6-(trifluoromethyl)pyrimidin-2-amine (24)
2-Amino-6-(trifluoromethyl)pyrimidin-4-ol (200 mg, 1.1 mmol) was dissolved in a mixed solution of phosphorus oxychloride (POCl3, 3 eq., 0.3 mL, 3.3 mmol) and N,N-dimethylaniline (0.28 mL, 2 eq.). The reaction mixture was heated with stirring at 70 °C for 4 hours. Upon completion of the reaction, the mixture was slowly poured into an ice-water mixture to quench the reaction and the precipitated solid was collected by filtration to afford the target compound 24 in 59% yield. The product was identified by electrospray ionization mass spectrometry (ESI-MS), m/z 198 [M + H]+. | [References]
[1] Chinese Chemical Letters, 2013, vol. 24, # 5, p. 386 - 388
[2] Pesticide Science, 1999, vol. 55, # 5, p. 566 - 570
[3] Patent: WO2006/114409, 2006, A1. Location in patent: Page/Page column 23
[4] Patent: US2010/167935, 2010, A1. Location in patent: Page/Page column 24
[5] Journal of Medicinal Chemistry, 2014, vol. 57, # 6, p. 2429 - 2439 |
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