ethyl 2-((2,6-difluorobenzyl)(ethoxycarbonyl)amino)-4-((dimethylamino)methyl)-5-(4-nitrophenyl)thiophene-3-carboxylate

Base Information

• Chemical Name: ethyl 2-((2,6-difluorobenzyl)(ethoxycarbonyl)amino)-4-((dimethylamino)methyl)-5-(4-nitrophenyl)thiophene-3-carboxylate
• CAS No.: 1589503-97-8
• Molecular Formula: C₂₆H₂₇F₂N₃O₆S
• Molecular Weight: 547.58
• Mol file: 1589503-97-8.mol

Synonyms:

Chemical Property of ethyl 2-((2,6-difluorobenzyl)(ethoxycarbonyl)amino)-4-((dimethylamino)methyl)-5-(4-nitrophenyl)thiophene-3-carboxylate

Chemical Property:

• Boiling Point: 663.0±55.0 °C(Predicted)
• Density: 1.333±0.06 g/cm3(Predicted)

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 2-((2,6-difluorobenzyl)(ethoxycarbonyl)amino)-4-((dimethylamino)methyl)-5-(4-nitrophenyl)thiophene-3-carboxylate

There total 12 articles about ethyl 2-((2,6-difluorobenzyl)(ethoxycarbonyl)amino)-4-((dimethylamino)methyl)-5-(4-nitrophenyl)thiophene-3-carboxylate 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: 93.7%

4-(bromomethyl)-2-((2,6-difluorobenzyl)(ethoxycarbonyl)amino)-5-(4-nitrophenyl)thiophene-3-carboxylic acid ethyl ester (308831-95-0) + N,N-dimethylammonium chloride (506-59-2) → ethyl 2-((2,6-difluorobenzyl)(ethoxycarbonyl)amino)-4-((dimethylamino)methyl)-5-(4-nitrophenyl)thiophene-3-carboxylate (1589503-97-8)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 25 ℃; for 2h;

Reference yield: 84.6%

2,6-Difluorobenzyl bromide (85118-00-9) + C19H23N3O6S → ethyl 2-((2,6-difluorobenzyl)(ethoxycarbonyl)amino)-4-((dimethylamino)methyl)-5-(4-nitrophenyl)thiophene-3-carboxylate (1589503-97-8)

Guidance literature:

With tetrabutylammomium bromide; potassium carbonate; In 1-methyl-pyrrolidin-2-one; at 55 - 60 ℃;

Reference yield:

2-Amino-4-methyl-5-(4-nitrophenyl)thiophene-3-carboxylic acid ethyl ester (174072-89-0) → ethyl 2-((2,6-difluorobenzyl)(ethoxycarbonyl)amino)-4-((dimethylamino)methyl)-5-(4-nitrophenyl)thiophene-3-carboxylate (1589503-97-8)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / dichloromethane / 2 h / 25 °C

2: potassium iodide; potassium carbonate / N,N-dimethyl-formamide / 12 h / 25 °C

3: 2,2'-azobis(isobutyronitrile); N-Bromosuccinimide / chlorobenzene / 10 h / 80 °C / Inert atmosphere

4: triethylamine / N,N-dimethyl-formamide / 2 h / 25 °C

With pyridine; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); potassium carbonate; triethylamine; potassium iodide; In dichloromethane; N,N-dimethyl-formamide; chlorobenzene;

upstream raw materials:

2-((2,6-difluorobenzyl)(ethoxycarbonyl)amino)-4-methyl-5-(4-nitrophenyl)thiophene-3-carboxylic acid ethyl ester

4-(bromomethyl)-2-((2,6-difluorobenzyl)(ethoxycarbonyl)amino)-5-(4-nitrophenyl)thiophene-3-carboxylic acid ethyl ester

N,N-dimethylammonium chloride

1-(4-nitrophenyl)propan-2-one