N¹-(5-(3-(dimethylamino)propoxy)-2-nitrophenyl)-N⁴,N⁴-dimethylbenzene-1,4-diamine

Base Information

• Chemical Name: N¹-(5-(3-(dimethylamino)propoxy)-2-nitrophenyl)-N⁴,N⁴-dimethylbenzene-1,4-diamine
• CAS No.: 1616475-40-1
• Molecular Formula: C₁₉H₂₆N₄O₃
• Molecular Weight: 358.44

Synonyms:N¹-(5-(3-(dimethylamino)propoxy)-2-nitrophenyl)-N⁴,N⁴-dimethylbenzene-1,4-diamine

Chemical Property of N¹-(5-(3-(dimethylamino)propoxy)-2-nitrophenyl)-N⁴,N⁴-dimethylbenzene-1,4-diamine

Chemical Property:

Purity/Quality:

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Technology Process of N¹-(5-(3-(dimethylamino)propoxy)-2-nitrophenyl)-N⁴,N⁴-dimethylbenzene-1,4-diamine

There total 4 articles about N¹-(5-(3-(dimethylamino)propoxy)-2-nitrophenyl)-N⁴,N⁴-dimethylbenzene-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: 34.0%

3-(3-fluoro-4-nitrophenoxyl)-N,N-dimethylpropan-1-amine (476661-81-1) + 4-amino-N,N-dimethylaniline (99-98-9) → N1-(5-(3-(dimethylamino)propoxy)-2-nitrophenyl)-N4,N4-dimethylbenzene-1,4-diamine (1616475-40-1)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In acetonitrile; for 21h; Inert atmosphere; Reflux;

DOI:10.1016/j.bmcl.2014.05.009

Reference yield:

3-(dimethylamino)propyl chloride hydrochloride (5407-04-5) → N1-(5-(3-(dimethylamino)propoxy)-2-nitrophenyl)-N4,N4-dimethylbenzene-1,4-diamine (1616475-40-1)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 18 h / 60 °C / Inert atmosphere

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; caesium carbonate / acetonitrile / 21 h / Inert atmosphere; Reflux

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium carbonate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.bmcl.2014.05.009

Reference yield:

3-fluoro-4-nitrophenol (394-41-2) → N1-(5-(3-(dimethylamino)propoxy)-2-nitrophenyl)-N4,N4-dimethylbenzene-1,4-diamine (1616475-40-1)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 18 h / 60 °C / Inert atmosphere

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; caesium carbonate / acetonitrile / 21 h / Inert atmosphere; Reflux

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium carbonate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.bmcl.2014.05.009

upstream raw materials:

3-(dimethylamino)propyl chloride hydrochloride

3-(3-fluoro-4-nitrophenoxyl)-N,N-dimethylpropan-1-amine

4-amino-N,N-dimethylaniline

3-fluoro-4-nitrophenol

Downstream raw materials:

N-(1-(4-(dimethylamino)phenyl)-6-(3-(dimethylamino)propoxy)-1H-benzo[d]imidazol-2-yl)benzamide

1-(4-(dimethylamino)phenyl)-6-(3-(dimethylamino)propoxy)-1H-benzo[d]imidazol-2-amine

1-(4-(dimethylamino)phenyl)-6-(3-(dimethylamino)propoxy)-1H-benzo[d]imidazol-2-ol

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