ChemicalBook--->CAS DataBase List--->446-61-7

446-61-7

446-61-7 Structure

446-61-7 Structure
IdentificationBack Directory
[Name]

2-FLUORO-6-METHOXYANILINE
[CAS]

446-61-7
[Synonyms]

-FLUORO-6-METHOXYANILINE
2-FLUORO-6-METHOXYANILINE
2-fluoro-6-methoxybenzenamine
2-Fluoro-6-methoxy-phenylamine
Benzenamine, 2-fluoro-6-methoxy-
2-Amino-3-fluoroanisole, 6-Fluoro-o-anisidine
2-AMino-3-fluoroanisole[2-Fluoro-6-Methoxyaniline]
[Molecular Formula]

C7H8FNO
[MDL Number]

MFCD03788538
[MOL File]

446-61-7.mol
[Molecular Weight]

141.14
Chemical PropertiesBack Directory
[Boiling point ]

208 °C(Press: 756 Torr)
[density ]

1.176±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Inert atmosphere,2-8°C
[form ]

slightly viscous liquid
[pka]

3.15±0.10(Predicted)
[color ]

Clear, peach/khaki
[InChI]

InChI=1S/C7H8FNO/c1-10-6-4-2-3-5(8)7(6)9/h2-4H,9H2,1H3
[InChIKey]

VHHKZASLPJMWJI-UHFFFAOYSA-N
[SMILES]

C1(N)=C(OC)C=CC=C1F
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[Hazard Codes ]

Xi,Xn
[Risk Statements ]

22
[Hazard Note ]

Irritant
[HS Code ]

2922290090
Hazard InformationBack Directory
[Chemical Properties]

black liquid
[Synthesis]

2-Fluoro-6-Methoxynitrobenzene

641-49-6

2-FLUORO-6-METHOXYANILINE

446-61-7

General procedure for the synthesis of 2-fluoro-6-methoxyaniline using 3-fluoro-2-nitroanisole as starting material: 10% Pd/C catalyst (7.46 g, 70.1 mmol) and ethanol (400 mL) were added to a Parr reactor followed by 1-fluoro-3-methoxy-2-nitrobenzene (40.0 g, 234 mmol). The reactor was evacuated and filled with hydrogen (50 psi) and the reaction was shaken for 5 h under hydrogen atmosphere. After completion of the reaction, the catalyst was removed by Celite filtration and the filtrate was concentrated to give 2-fluoro-6-methoxyaniline (30.0 g, 83% yield) as a colorless oil. The product was characterized by 1H NMR (400 MHz, CDCl3): δ 3.75 (broad single peak, 2H), 3.86 (single peak, 3H), 6.58-6.71 (multiple peaks, 3H); the molecular ion peak [M + H]+ = 142 was detected by LC-MS (LC-ES).

[References]

[1] Patent: WO2018/69863, 2018, A1. Location in patent: Page/Page column 248
[2] Journal of the American Chemical Society, 1932, vol. 54, p. 2973,2976
[3] Journal of the Chemical Society, 1931, p. 981
[4] Journal of Medicinal Chemistry, 1993, vol. 36, # 11, p. 1641 - 1653
Spectrum DetailBack Directory
[Spectrum Detail]

2-FLUORO-6-METHOXYANILINE(446-61-7)1HNMR
2-FLUORO-6-METHOXYANILINE(446-61-7)FT-IR
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