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

Base Information

Chemical Name:1-(4-(dimethylamino)phenyl)-6-(3-(dimethylamino)propoxy)-1H-benzo[d]imidazol-2-amine
CAS No.:1616475-56-9
Molecular Formula:C₂₀H₂₇N₅O
Molecular Weight:353.467
Hs Code.:

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

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

Chemical Property:

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

There total 9 articles about 1-(4-(dimethylamino)phenyl)-6-(3-(dimethylamino)propoxy)-1H-benzo[d]imidazol-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: 83.0%

: 1616475-50-3
N-(1-(4-(dimethylamino)phenyl)-6-(3-(dimethylamino)propoxy)-1H-benzo[d]imidazol-2-yl)benzamide

: 1616475-56-9
1-(4-(dimethylamino)phenyl)-6-(3-(dimethylamino)propoxy)-1H-benzo[d]imidazol-2-amine

Guidance literature:: With hydrogenchloride; In water; for 19h; Reflux;
DOI:10.1016/j.bmcl.2014.05.009

Reference yield:

: 1616475-40-1
N¹-(5-(3-(dimethylamino)propoxy)-2-nitrophenyl)-N⁴,N⁴-dimethylbenzene-1,4-diamine

: 1616475-56-9
1-(4-(dimethylamino)phenyl)-6-(3-(dimethylamino)propoxy)-1H-benzo[d]imidazol-2-amine

Guidance literature:: Multi-step reaction with 4 steps

1: palladium 10% on activated carbon; hydrogen / methanol / 4.5 h / 20 °C / 760.05 Torr / Inert atmosphere

2: acetonitrile / 1 h / 20 °C / Inert atmosphere

3: N-ethyl-N,N-diisopropylamine; diisopropyl-carbodiimide / acetonitrile / 21 h / 20 °C / Inert atmosphere

4: hydrogenchloride / water / 19 h / Reflux

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; N-ethyl-N,N-diisopropylamine; diisopropyl-carbodiimide; In methanol; water; acetonitrile;
DOI:10.1016/j.bmcl.2014.05.009

Reference yield:

: 5407-04-5
3-(dimethylamino)propyl chloride hydrochloride

: 1616475-56-9
1-(4-(dimethylamino)phenyl)-6-(3-(dimethylamino)propoxy)-1H-benzo[d]imidazol-2-amine

Guidance literature:: Multi-step reaction with 6 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

3: palladium 10% on activated carbon; hydrogen / methanol / 4.5 h / 20 °C / 760.05 Torr / Inert atmosphere

4: acetonitrile / 1 h / 20 °C / Inert atmosphere

5: N-ethyl-N,N-diisopropylamine; diisopropyl-carbodiimide / acetonitrile / 21 h / 20 °C / Inert atmosphere

6: hydrogenchloride / water / 19 h / Reflux

With hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; palladium 10% on activated carbon; hydrogen; potassium carbonate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; N-ethyl-N,N-diisopropylamine; diisopropyl-carbodiimide; In methanol; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmcl.2014.05.009