N-(5-fluoro-2-nitrophenyl)-3-[(triphenyl-λ⁵-phosphanylidene)-amino]pyrazin-2-amine

Base Information

• Chemical Name: N-(5-fluoro-2-nitrophenyl)-3-[(triphenyl-λ⁵-phosphanylidene)-amino]pyrazin-2-amine
• CAS No.: 1400820-22-5
• Molecular Formula: C₂₈H₂₁FN₅O₂P
• Molecular Weight: 509.479

Synonyms:N-(5-fluoro-2-nitrophenyl)-3-[(triphenyl-λ⁵-phosphanylidene)-amino]pyrazin-2-amine

Chemical Property of N-(5-fluoro-2-nitrophenyl)-3-[(triphenyl-λ⁵-phosphanylidene)-amino]pyrazin-2-amine

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Technology Process of N-(5-fluoro-2-nitrophenyl)-3-[(triphenyl-λ⁵-phosphanylidene)-amino]pyrazin-2-amine

There total 2 articles about N-(5-fluoro-2-nitrophenyl)-3-[(triphenyl-λ⁵-phosphanylidene)-amino]pyrazin-2-amine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 66.0%

(chloropyrazin-2-yl)imino-triphenyl-λ5-phosphane (1400820-08-7) + 5-fluoro-2-nitroaniline (2369-11-1) → N-(5-fluoro-2-nitrophenyl)-3-[(triphenyl-λ5-phosphanylidene)-amino]pyrazin-2-amine (1400820-22-5)

Guidance literature:

With palladium diacetate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; at 100 ℃; for 16h; Inert atmosphere;

DOI:10.1016/j.tetlet.2012.07.106

Reference yield:

triphenylphosphine (603-35-0) → N-(5-fluoro-2-nitrophenyl)-3-[(triphenyl-λ5-phosphanylidene)-amino]pyrazin-2-amine (1400820-22-5)

Guidance literature:

Multi-step reaction with 2 steps

1: hexachloroethane; triethylamine / toluene / 80 °C

2: caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; palladium diacetate / toluene / 16 h / 100 °C / Inert atmosphere

With hexachloroethane; palladium diacetate; caesium carbonate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; 1: |Buchwald-Hartwig Coupling;

DOI:10.1016/j.tetlet.2012.07.106

Reference yield: 59.8%

N-(5-fluoro-2-nitrophenyl)-3-[(triphenyl-λ5-phosphanylidene)-amino]pyrazin-2-amine (1400820-22-5) → 5-fluoro-N2-{3-[(triphenyl-λ5-phosphanylidene)-amino]-pyrazin-2-yl}benzene-1,2-diamine (1400820-29-2)

Guidance literature:

With 5% Pd/C; hydrogen; In methanol; ethyl acetate; at 20 ℃; under 3040.2 Torr;

DOI:10.1016/j.tetlet.2012.07.106

upstream raw materials:

(chloropyrazin-2-yl)imino-triphenyl-λ⁵-phosphane

5-fluoro-2-nitroaniline

triphenylphosphine

Downstream raw materials:

5-fluoro-N²-{3-[(triphenyl-λ⁵-phosphanylidene)-amino]-pyrazin-2-yl}benzene-1,2-diamine

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