methyl 4-((2-amino-6-(benzamido)phenyl)ethynyl)benzoate

Base Information

• Chemical Name: methyl 4-((2-amino-6-(benzamido)phenyl)ethynyl)benzoate
• CAS No.: 1241374-77-5
• Molecular Formula: C₂₃H₁₈N₂O₃
• Molecular Weight: 370.408
• Mol file: 1241374-77-5.mol

Synonyms:methyl 4-((2-amino-6-(benzamido)phenyl)ethynyl)benzoate

Chemical Property of methyl 4-((2-amino-6-(benzamido)phenyl)ethynyl)benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4-((2-amino-6-(benzamido)phenyl)ethynyl)benzoate

There total 5 articles about methyl 4-((2-amino-6-(benzamido)phenyl)ethynyl)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: 83.0%

N-(2-iodo-3-aminophenyl)benzamide (1241374-72-0) + 4-ethynylbenzoic acid methyl ester (3034-86-4) → methyl 4-((2-amino-6-(benzamido)phenyl)ethynyl)benzoate (1241374-77-5)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In N,N-dimethyl-formamide; at 60 ℃; for 2h; Inert atmosphere;

DOI:10.1039/c4ob01556h

Reference yield:

1-iodo-2,6-dinitrobenzene (26516-42-7) → methyl 4-((2-amino-6-(benzamido)phenyl)ethynyl)benzoate (1241374-77-5)

Guidance literature:

Multi-step reaction with 4 steps

1: acetic acid; iron / 0.5 h / 110 °C / Reflux; Inert atmosphere

2: pyridine; dmap / dichloromethane / 3 h / Inert atmosphere

3: tin(II) chloride dihdyrate / ethyl acetate / 5 h / Inert atmosphere

4: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / N,N-dimethyl-formamide / 2 h / 60 °C / Inert atmosphere

With pyridine; dmap; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tin(II) chloride dihdyrate; iron; acetic acid; triethylamine; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1039/c4ob01556h

Reference yield:

2,6-dinitroaniline (606-22-4) → methyl 4-((2-amino-6-(benzamido)phenyl)ethynyl)benzoate (1241374-77-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium nitrite; sulfuric acid; acetic acid / 0.5 h / 40 °C / Inert atmosphere

1.2: 0.25 h / 70 °C / Inert atmosphere

2.1: acetic acid; iron / 0.5 h / 110 °C / Reflux; Inert atmosphere

3.1: pyridine; dmap / dichloromethane / 3 h / Inert atmosphere

4.1: tin(II) chloride dihdyrate / ethyl acetate / 5 h / Inert atmosphere

5.1: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / N,N-dimethyl-formamide / 2 h / 60 °C / Inert atmosphere

With pyridine; dmap; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tin(II) chloride dihdyrate; sulfuric acid; iron; acetic acid; triethylamine; sodium nitrite; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1039/c4ob01556h

upstream raw materials:

N-(2-iodo-3-aminophenyl)benzamide

4-ethynylbenzoic acid methyl ester

1-iodo-2,6-dinitrobenzene

2,6-dinitroaniline

Downstream raw materials:

methyl 4-((2-(4-chlorobenzamido)-6-(benzamide)phenyl)ethynyl)benzoate

methyl 4-((2-(4-nitrobenzamido)-6-(benzamido)phenyl)ethynyl)benzoate

methyl 4-((2-benzamido-6-(4-(dimethylamino)benzamido)phenyl)ethynyl)benzoate