ethyl (3E)-3-[(4-bromo-3-methoxyphenyl)imino]-3-ethoxypropanoate

Base Information

• Chemical Name: ethyl (3E)-3-[(4-bromo-3-methoxyphenyl)imino]-3-ethoxypropanoate
• CAS No.: 1021437-98-8
• Molecular Formula: C₁₄H₁₈BrNO₄
• Molecular Weight: 344.205
• Mol file: 1021437-98-8.mol

Synonyms:ethyl (3E)-3-[(4-bromo-3-methoxyphenyl)imino]-3-ethoxypropanoate

Chemical Property of ethyl (3E)-3-[(4-bromo-3-methoxyphenyl)imino]-3-ethoxypropanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (3E)-3-[(4-bromo-3-methoxyphenyl)imino]-3-ethoxypropanoate

There total 1 articles about ethyl (3E)-3-[(4-bromo-3-methoxyphenyl)imino]-3-ethoxypropanoate 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: 84.0%

4-bromo-3-methoxyaniline (19056-40-7) + ethyl 3-ethoxy-3-iminopropanoate hydrochloride (2318-25-4,165895-16-9) → ethyl (3E)-3-[(4-bromo-3-methoxyphenyl)imino]-3-ethoxypropanoate (1021437-98-8)

Guidance literature:

at 22 ℃; for 20h; Inert atmosphere;

DOI:10.1016/j.bmcl.2012.09.061

Reference yield:

ethyl (3E)-3-[(4-bromo-3-methoxyphenyl)imino]-3-ethoxypropanoate (1021437-98-8) → C36H48N4O8

Guidance literature:

Multi-step reaction with 5 steps

1: Dowtherm / 0.08 h / 250 °C

2: caesium carbonate / 1-methyl-pyrrolidin-2-one / 2 h / 75 °C / Inert atmosphere

3: triethylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / ethanol / 2 h / Inert atmosphere; Reflux

4: hydrogenchloride / dichloromethane / 1.17 h / Inert atmosphere

5: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 1 h / Inert atmosphere

With hydrogenchloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In 1-methyl-pyrrolidin-2-one; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2012.09.061

Reference yield:

ethyl (3E)-3-[(4-bromo-3-methoxyphenyl)imino]-3-ethoxypropanoate (1021437-98-8) → C36H48N4O8

Guidance literature:

Multi-step reaction with 5 steps

1: Dowtherm / 0.08 h / 250 °C

2: caesium carbonate / 1-methyl-pyrrolidin-2-one / 2 h / 75 °C / Inert atmosphere

3: triethylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / ethanol / 2 h / Inert atmosphere; Reflux

4: hydrogenchloride / dichloromethane / 1.17 h / Inert atmosphere

5: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 1 h / Inert atmosphere

With hydrogenchloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In 1-methyl-pyrrolidin-2-one; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2012.09.061

upstream raw materials:

4-bromo-3-methoxyaniline

ethyl 3-ethoxy-3-iminopropanoate hydrochloride