(Z)-methyl 3-(2-amino-4-bromophenyl)-2-bromoacrylate

Base Information

• Chemical Name: (Z)-methyl 3-(2-amino-4-bromophenyl)-2-bromoacrylate
• CAS No.: 1586740-58-0
• Molecular Formula: C₁₀H₉Br₂NO₂
• Molecular Weight: 334.995
• Mol file: 1586740-58-0.mol

Synonyms:(Z)-methyl 3-(2-amino-4-bromophenyl)-2-bromoacrylate

Chemical Property of (Z)-methyl 3-(2-amino-4-bromophenyl)-2-bromoacrylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-methyl 3-(2-amino-4-bromophenyl)-2-bromoacrylate

There total 2 articles about (Z)-methyl 3-(2-amino-4-bromophenyl)-2-bromoacrylate 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: 66.0%

(Z)-methyl 2-bromo-3-(4-bromo-2-nitrophenyl)acrylate (1586740-47-7) → (Z)-methyl 3-(2-amino-4-bromophenyl)-2-bromoacrylate (1586740-58-0)

Guidance literature:

With iron; acetic acid; In ethanol; at 20 ℃; for 0.0833333h; Reflux;

DOI:10.1016/j.tetlet.2013.10.048

Reference yield:

4-bromo-2-nitrobenzaldehyde (5551-12-2) → (Z)-methyl 3-(2-amino-4-bromophenyl)-2-bromoacrylate (1586740-58-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dimethylbromosulphonium bromide / dichloromethane / 1 h / 20 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: acetic acid; iron / ethanol / 0.08 h / 20 °C / Reflux

With iron; dimethylbromosulphonium bromide; acetic acid; In ethanol; dichloromethane;

DOI:10.1016/j.tetlet.2013.10.048

Reference yield: 90.0%

(Z)-methyl 3-(2-amino-4-bromophenyl)-2-bromoacrylate (1586740-58-0) → 6-bromoindole 2-carboxylic acid methyl ester (372089-59-3)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; copper(l) iodide; potassium carbonate; In 1,4-dioxane; for 2.5h; Schlenk technique; Inert atmosphere; Reflux;

DOI:10.1016/j.tetlet.2013.10.048

upstream raw materials:

(Z)-methyl 2-bromo-3-(4-bromo-2-nitrophenyl)acrylate

4-bromo-2-nitrobenzaldehyde

Downstream raw materials:

6-bromoindole 2-carboxylic acid methyl ester

Refernces