methyl 5-chloro-2-({[3-(furan-3-yl)phenoxy]acetyl}amino)benzoate

Base Information

• Chemical Name: methyl 5-chloro-2-({[3-(furan-3-yl)phenoxy]acetyl}amino)benzoate
• CAS No.: 1247825-77-9
• Molecular Formula: C₂₀H₁₆ClNO₅
• Molecular Weight: 385.804
• Mol file: 1247825-77-9.mol

Synonyms:methyl 5-chloro-2-({[3-(furan-3-yl)phenoxy]acetyl}amino)benzoate

Chemical Property of methyl 5-chloro-2-({[3-(furan-3-yl)phenoxy]acetyl}amino)benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 5-chloro-2-({[3-(furan-3-yl)phenoxy]acetyl}amino)benzoate

There total 2 articles about methyl 5-chloro-2-({[3-(furan-3-yl)phenoxy]acetyl}amino)benzoate 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:

methyl 5-chloro-2-[(chloroacetyl)amino]benzoate (930509-58-3) → methyl 5-chloro-2-({[3-(furan-3-yl)phenoxy]acetyl}amino)benzoate (1247825-77-9)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 80 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate / tetrahydrofuran / 6 h / Inert atmosphere; Reflux

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; caesium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide; 2: |Suzuki-Miyaura Coupling;

DOI:10.1016/j.bmcl.2017.11.016

Reference yield:

4-chlorobenzenesulfonyl chloride (5202-89-1) → methyl 5-chloro-2-({[3-(furan-3-yl)phenoxy]acetyl}amino)benzoate (1247825-77-9)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / N,N-dimethyl acetamide / 20 °C

2: potassium carbonate / N,N-dimethyl-formamide / 2 h / 80 °C

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate / tetrahydrofuran / 6 h / Inert atmosphere; Reflux

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; caesium carbonate; triethylamine; In tetrahydrofuran; N,N-dimethyl acetamide; N,N-dimethyl-formamide; 3: |Suzuki-Miyaura Coupling;

DOI:10.1016/j.bmcl.2017.11.016

Reference yield: 95.0%

methyl 5-chloro-2-({[3-(furan-3-yl)phenoxy]acetyl}amino)benzoate (1247825-77-9) → 5-chloro-2-({[3-(furan-3-yl)phenoxy]acetyl}amino)benzoic acid (1247821-40-4)

Guidance literature:

With water; sodium hydroxide; In tetrahydrofuran; at 50 ℃; for 3h;

DOI:10.1016/j.bmcl.2017.11.016

upstream raw materials:

methyl 5-chloro-2-[(chloroacetyl)amino]benzoate

4-chlorobenzenesulfonyl chloride

Downstream raw materials:

5-chloro-2-({[3-(furan-3-yl)phenoxy]acetyl}amino)benzoic acid