Ethyl 4-(bromomethyl)-2-((2,6-difluorobenzyl)(ethoxycarbonyl)amino)-5-(4-nitrophenyl)thiophene-3-carboxylate

Base Information

• Chemical Name: Ethyl 4-(bromomethyl)-2-((2,6-difluorobenzyl)(ethoxycarbonyl)amino)-5-(4-nitrophenyl)thiophene-3-carboxylate
• CAS No.: 308831-95-0
• Molecular Formula: C₂₄H₂₁BrF₂N₂O₆S
• Molecular Weight: 583.407
• European Community (EC) Number: 840-149-6
• Nikkaji Number: J3.363.080H
• Mol file: 308831-95-0.mol

Synonyms:308831-95-0;ethyl 4-(bromomethyl)-2-((2,6-difluorobenzyl)(ethoxycarbonyl)amino)-5-(4-nitrophenyl)thiophene-3-carboxylate;ethyl 4-(bromomethyl)-2-[(2,6-difluorophenyl)methyl-ethoxycarbonylamino]-5-(4-nitrophenyl)thiophene-3-carboxylate;cyclopropane;ethyl 4-(bromomethyl)-2-{[(2,6-difluorophenyl)methyl](ethoxycarbonyl)amino}-5-(4-nitrophenyl)thiophene-3-carboxylate;Ethyl 4-(Bromomethyl)-2-[(2,6-difluorobenzyl)(ethoxycarbonyl)amino]-5-(4-nitrophenyl)thiophene-3-carboxylate;SCHEMBL6641252;MFCD31811621;SY249993

Chemical Property of Ethyl 4-(bromomethyl)-2-((2,6-difluorobenzyl)(ethoxycarbonyl)amino)-5-(4-nitrophenyl)thiophene-3-carboxylate

Chemical Property:

• Boiling Point: 686.8±55.0 °C(Predicted)
• Density: 1.521±0.06 g/cm3(Predicted)
• XLogP3: 6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 10
• Exact Mass: 582.02718
• Heavy Atom Count: 36
• Complexity: 759

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1=C(SC(=C1CBr)C2=CC=C(C=C2)[N+](=O)[O-])N(CC3=C(C=CC=C3F)F)C(=O)OCC

Technology Process of Ethyl 4-(bromomethyl)-2-((2,6-difluorobenzyl)(ethoxycarbonyl)amino)-5-(4-nitrophenyl)thiophene-3-carboxylate

There total 4 articles about Ethyl 4-(bromomethyl)-2-((2,6-difluorobenzyl)(ethoxycarbonyl)amino)-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: 100.0%

2-((2,6-difluorobenzyl)(ethoxycarbonyl)amino)-4-methyl-5-(4-nitrophenyl)thiophene-3-carboxylic acid ethyl ester (308831-94-9) → 4-(bromomethyl)-2-((2,6-difluorobenzyl)(ethoxycarbonyl)amino)-5-(4-nitrophenyl)thiophene-3-carboxylic acid ethyl ester (308831-95-0)

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; at 100 ℃; for 2h;

Reference yield:

2-((ethoxycarbonyl)amino)-4-methyl-5-(4-nitrophenyl)thiophene-3-carboxylic acid ethyl ester (308831-93-8) → 4-(bromomethyl)-2-((2,6-difluorobenzyl)(ethoxycarbonyl)amino)-5-(4-nitrophenyl)thiophene-3-carboxylic acid ethyl ester (308831-95-0)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 44 h / 20 °C

2: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / ethyl acetate / 3.5 h / Reflux

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); potassium carbonate; potassium iodide; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm200216q

Reference yield:

2-Amino-4-methyl-5-(4-nitrophenyl)thiophene-3-carboxylic acid ethyl ester (174072-89-0) → 4-(bromomethyl)-2-((2,6-difluorobenzyl)(ethoxycarbonyl)amino)-5-(4-nitrophenyl)thiophene-3-carboxylic acid ethyl ester (308831-95-0)

Guidance literature:

Multi-step reaction with 3 steps

1: toluene / 12 h / Reflux

2: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 44 h / 20 °C

3: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / ethyl acetate / 3.5 h / Reflux

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); potassium carbonate; potassium iodide; In ethyl acetate; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm200216q

upstream raw materials:

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

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

2-Amino-4-methyl-5-(4-nitrophenyl)thiophene-3-carboxylic acid ethyl ester

Downstream raw materials:

ethyl 2-[(2,6-difluorobenzyl)(ethoxycarbonyl)amino]-4-{[(2-methoxyethyl)(methyl)amino]methyl}-5-(4-nitrophenyl)thiophene-3-carboxylate

ethyl 5-(4-aminophenyl)-2-[(2,6-difluorobenzyl)(ethoxycarbonyl)amino]-4-{[(2-methoxyethyl)(methyl)amino]methyl}thiophene-3-carboxylate

ethyl 2-[(2,6-difluorobenzyl)(ethoxycarbonyl)amino]-5-{4-[(methoxycarbamoyl)amino]phenyl}-4-{[(2-methoxyethyl)(methyl)amino]methyl}thiophene-3-carboxylate

2-[(2,6-difluorobenzyl)(ethoxycarbonyl)amino]-5-{4-[(methoxycarbamoyl)amino]phenyl}-4-{[(2-methoxyethyl)(methyl)amino]methyl}thiophene-3-carboxylic acid