N⁴-cyclohexylmethyl-2-(4-methyl-piperazin-1-yl)-5-nitro-N¹-phenyl-benzene-1,4-diamine

Base Information

• Chemical Name: N⁴-cyclohexylmethyl-2-(4-methyl-piperazin-1-yl)-5-nitro-N¹-phenyl-benzene-1,4-diamine
• CAS No.: 675103-17-0
• Molecular Formula: C₂₄H₃₃N₅O₂
• Molecular Weight: 423.558

Synonyms:N⁴-cyclohexylmethyl-2-(4-methyl-piperazin-1-yl)-5-nitro-N¹-phenyl-benzene-1,4-diamine

Chemical Property of N⁴-cyclohexylmethyl-2-(4-methyl-piperazin-1-yl)-5-nitro-N¹-phenyl-benzene-1,4-diamine

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Technology Process of N⁴-cyclohexylmethyl-2-(4-methyl-piperazin-1-yl)-5-nitro-N¹-phenyl-benzene-1,4-diamine

There total 5 articles about N⁴-cyclohexylmethyl-2-(4-methyl-piperazin-1-yl)-5-nitro-N¹-phenyl-benzene-1,4-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: 64.0%

1-methyl-piperazine (109-01-3) + N4-cyclohexylmethyl-2-fluoro-5-nitro-N1-phenyl-benzene-1,4-diamine (675103-16-9) → N4-cyclohexylmethyl-2-(4-methyl-piperazin-1-yl)-5-nitro-N1-phenyl-benzene-1,4-diamine (675103-17-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 100 ℃; for 24h;

DOI:10.1016/j.bmcl.2006.09.014

Reference yield:

2,4-difluoro-5-nitro-N-phenylaniline (675103-15-8) → N4-cyclohexylmethyl-2-(4-methyl-piperazin-1-yl)-5-nitro-N1-phenyl-benzene-1,4-diamine (675103-17-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / dimethylformamide / 14 h / 20 °C

2: 64 percent / Hunig's Base / dimethylformamide / 24 h / 100 °C

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2006.09.014

Reference yield:

5-amino-2,4-difluoronitrobenzene (123344-02-5) → N4-cyclohexylmethyl-2-(4-methyl-piperazin-1-yl)-5-nitro-N1-phenyl-benzene-1,4-diamine (675103-17-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / Cu(OAc)2; NEt₃ / CH₂Cl₂ / 48 h / 20 °C

2: 90 percent / dimethylformamide / 14 h / 20 °C

3: 64 percent / Hunig's Base / dimethylformamide / 24 h / 100 °C

With copper diacetate; triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2006.09.014

upstream raw materials:

1-methyl-piperazine

N⁴-cyclohexylmethyl-2-fluoro-5-nitro-N¹-phenyl-benzene-1,4-diamine

2,4-difluoro-5-nitro-N-phenylaniline

5-amino-2,4-difluoronitrobenzene

Downstream raw materials:

N¹-cyclohexylmethyl-5-(4-methyl-piperazin-1-yl)-N⁴-phenyl-benzene-1,2,4-triamine

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