N¹-(4-chlorophenyl)-N²-[2,4-dinitro-5-(pyridin-3-ylamino)phenyl]benzene-1,2-diamine

Base Information

• Chemical Name: N¹-(4-chlorophenyl)-N²-[2,4-dinitro-5-(pyridin-3-ylamino)phenyl]benzene-1,2-diamine
• CAS No.: 1353740-42-7
• Molecular Formula: C₂₃H₁₇ClN₆O₄
• Molecular Weight: 476.879

Synonyms:N¹-(4-chlorophenyl)-N²-[2,4-dinitro-5-(pyridin-3-ylamino)phenyl]benzene-1,2-diamine

Chemical Property of N¹-(4-chlorophenyl)-N²-[2,4-dinitro-5-(pyridin-3-ylamino)phenyl]benzene-1,2-diamine

Chemical Property:

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Technology Process of N¹-(4-chlorophenyl)-N²-[2,4-dinitro-5-(pyridin-3-ylamino)phenyl]benzene-1,2-diamine

There total 5 articles about N¹-(4-chlorophenyl)-N²-[2,4-dinitro-5-(pyridin-3-ylamino)phenyl]benzene-1,2-diamine 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: 94.0%

pyridin-3-ylamine (462-08-8) + N1-(4-chlorophenyl)-N2-(5-fluoro-2,4-dinitrophenyl)benzene-1,2-diamine (1332634-91-9) → N1-(4-chlorophenyl)-N2-[2,4-dinitro-5-(pyridin-3-ylamino)phenyl]benzene-1,2-diamine (1353740-42-7)

Guidance literature:

In tetrahydrofuran; for 20h; Reflux;

DOI:10.1016/j.bmc.2014.11.028

Reference yield:

2-(4-chloroanilino)aniline (68817-71-0) → N1-(4-chlorophenyl)-N2-[2,4-dinitro-5-(pyridin-3-ylamino)phenyl]benzene-1,2-diamine (1353740-42-7)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / methanol / 5 h / Reflux

2: triethylamine / tetrahydrofuran / 28 h / Reflux; Inert atmosphere

With triethylamine; In tetrahydrofuran; methanol;

DOI:10.3390/molecules17044545

Reference yield:

ortho-nitrofluorobenzene (1493-27-2,127723-77-7) → N1-(4-chlorophenyl)-N2-[2,4-dinitro-5-(pyridin-3-ylamino)phenyl]benzene-1,2-diamine (1353740-42-7)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium fluoride; potassium carbonate / 10 h / 160 °C

2: acetic acid; zinc / dichloromethane / 4 h / 20 °C

3: triethylamine / methanol / 5 h / Reflux

4: triethylamine / tetrahydrofuran / 28 h / Reflux; Inert atmosphere

With potassium fluoride; potassium carbonate; acetic acid; triethylamine; zinc; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.3390/molecules17044545

upstream raw materials:

ortho-nitrofluorobenzene

pyridin-3-ylamine

N¹-(4-chlorophenyl)-N²-(5-fluoro-2,4-dinitrophenyl)benzene-1,2-diamine

2-(4-chloroanilino)aniline

Downstream raw materials:

5-(4-chlorophenyl)-3-imino-N-(pyridin-3-yl)-3,5-dihydrophenazin-2-amine

5-(4-chlorophenyl)-3-isopropylimino-2-(3-pyridylamino)-3,5-dihydrophenazine

5-(4-chlorophenyl)-3-(4-methoxycyclohexyl)imino-2-(3-pyridyl)amino-3,5-dihydrophenazine

5-(4-chlorophenyl)-3-(4-tetrahydropyranyl)imino-2-(3-pyridyl)amino-3,5-dihydrophenazine

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