2-chloro-3,4-bis((4-methoxybenzyl)oxy)aniline

Base Information

Chemical Name:2-chloro-3,4-bis((4-methoxybenzyl)oxy)aniline
CAS No.:1416947-89-1
Molecular Formula:C₂₂H₂₂ClNO₄
Molecular Weight:399.874
Hs Code.:

Synonyms:2-chloro-3,4-bis((4-methoxybenzyl)oxy)aniline

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Chemical Property of 2-chloro-3,4-bis((4-methoxybenzyl)oxy)aniline

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Technology Process of 2-chloro-3,4-bis((4-methoxybenzyl)oxy)aniline

There total 5 articles about 2-chloro-3,4-bis((4-methoxybenzyl)oxy)aniline 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: 71.0%

: 2-chloro-3,4-bis[(4-methoxyphenyl)methoxy]benzoic acid

: 1416947-89-1
2-chloro-3,4-bis((4-methoxybenzyl)oxy)aniline

Guidance literature:: 2-chloro-3,4-bis[(4-methoxyphenyl)methoxy]benzoic acid; With diphenyl phosphoryl azide; triethylamine; In toluene; at 20 ℃; for 1h; Reflux; Inert atmosphere;

With 9-Fluorenylmethanol; In toluene; for 4h; Reflux; Inert atmosphere;

With piperidine; In toluene; at 20 ℃; Inert atmosphere;
DOI:10.1016/j.ejmech.2018.06.014

Reference yield:

: 52009-53-7
2-chloro-3,4-dimethoxy-benzoic acid

: 1416947-89-1
2-chloro-3,4-bis((4-methoxybenzyl)oxy)aniline

Guidance literature:: Multi-step reaction with 4 steps

1.1: boron tribromide / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

1.2: Inert atmosphere

2.1: potassium carbonate; sodium iodide / N,N-dimethyl-formamide / 3.5 h / 50 °C / Inert atmosphere

3.1: sodium hydroxide / tetrahydrofuran; methanol / 1.5 h / Reflux; Inert atmosphere

4.1: triethylamine; diphenyl phosphoryl azide / toluene / 1 h / 20 °C / Reflux; Inert atmosphere

4.2: 4 h / Reflux; Inert atmosphere

4.3: 20 °C / Inert atmosphere

With diphenyl phosphoryl azide; boron tribromide; potassium carbonate; triethylamine; sodium iodide; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.ejmech.2018.06.014

Reference yield:

: 5417-17-4
2-chloro-3,4-dimethoxybenzaldehyde

: 1416947-89-1
2-chloro-3,4-bis((4-methoxybenzyl)oxy)aniline

Guidance literature:: Multi-step reaction with 5 steps

1.1: aminosulfonic acid; sodium chlorite / 1,4-dioxane; water / 0.5 h / 0 °C / Inert atmosphere

2.1: boron tribromide / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

2.2: Inert atmosphere

3.1: potassium carbonate; sodium iodide / N,N-dimethyl-formamide / 3.5 h / 50 °C / Inert atmosphere

4.1: sodium hydroxide / tetrahydrofuran; methanol / 1.5 h / Reflux; Inert atmosphere

5.1: triethylamine; diphenyl phosphoryl azide / toluene / 1 h / 20 °C / Reflux; Inert atmosphere

5.2: 4 h / Reflux; Inert atmosphere

5.3: 20 °C / Inert atmosphere

With sodium chlorite; diphenyl phosphoryl azide; aminosulfonic acid; boron tribromide; potassium carbonate; triethylamine; sodium iodide; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.ejmech.2018.06.014