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16097-60-2

16097-60-2 Structure

16097-60-2 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[HS Code ]

2933599590
Spectrum DetailBack Directory
[Spectrum Detail]

2-AMINO-4-CHLORO-6-TRIFLUOROMETHYL-PYRIMIDINE(16097-60-2)1HNMR
Hazard InformationBack Directory
[Synthesis]

2-AMINO-4-HYDROXY-6-(TRIFLUOROMETHYL)PYRIMIDINE

1513-69-5

2-AMINO-4-CHLORO-6-TRIFLUOROMETHYL-PYRIMIDINE

16097-60-2

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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