1-N-(2,6-difluorophenyl)benzene-1,2-diamine synthesis

3synthesis methods

Product Name:1-N-(2,6-difluorophenyl)benzene-1,2-diamine
CAS Number:1033225-44-3
Molecular formula:C12H10F2N2
Molecular Weight:220.22

2,6-DIFLUORO-N-(2-NITROPHENYL)BENZENAMINE

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1-N-(2,6-difluorophenyl)benzene-1,2-diamine

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Yield: 98%

Reaction Conditions:

with hydrogen;nickel in ethanol under 2068.65 Torr; for 1 h;

Steps:

48.2
Step 2: To a solution of 2,6-difluoro-N-(2-nitrophenyl)aniline (5.80 g, 23.2 mmol) in ethanol (200 mL) was added Raney Nickel (0.60 g). The mixture was shaken on a Parr apparatus for 1 hour under hydrogen pressure (40 psi). Reaction color turned from orange to colorless indicated complete consumption of starting material. The reaction mixture was filtered through Celite and concentrated to dryness to give 5.02 g (98%) of pure N-(2,6- difluorophenyl)benzene-1.2-diamine as an off-white solid. MS (ESI) m/z 221.0 ([M+H]⁺); HRMS: calculated for C₁₂H₁₀F₂N₂ + H⁺, 221.0885; found (ESI, [M+H]⁺), 221.0888.

References:

WYETH WO2008/73459, 2008, A1 Location in patent:Page/Page column 136

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References

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References