N-(furan-2-ylmethyl)-4-oxo-6-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)-1,4-dihydroquinoline-3-carboxamide

Base Information

• Chemical Name: N-(furan-2-ylmethyl)-4-oxo-6-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)-1,4-dihydroquinoline-3-carboxamide
• CAS No.: 1449221-46-8
• Molecular Formula: C₂₂H₁₆F₃N₃O₅S
• Molecular Weight: 491.447
• Mol file: 1449221-46-8.mol

Synonyms:N-(furan-2-ylmethyl)-4-oxo-6-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)-1,4-dihydroquinoline-3-carboxamide

Chemical Property of N-(furan-2-ylmethyl)-4-oxo-6-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)-1,4-dihydroquinoline-3-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(furan-2-ylmethyl)-4-oxo-6-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)-1,4-dihydroquinoline-3-carboxamide

There total 7 articles about N-(furan-2-ylmethyl)-4-oxo-6-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)-1,4-dihydroquinoline-3-carboxamide 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: 23.76%

furan-2-ylmethanamine (617-89-0) + 4-oxo-6-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)-1,4-dihydroquinoline-3-carboxylic acid (388621-83-8) → N-(furan-2-ylmethyl)-4-oxo-6-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)-1,4-dihydroquinoline-3-carboxamide (1449221-46-8)

Guidance literature:

4-oxo-6-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)-1,4-dihydroquinoline-3-carboxylic acid; With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 0.25h; Inert atmosphere;

furan-2-ylmethanamine; In dichloromethane; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.ejmech.2014.04.025

Reference yield:

1,3-diethyl 2-(((4-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)phenyl)amino)methylene)malonate (1449221-73-1) → N-(furan-2-ylmethyl)-4-oxo-6-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)-1,4-dihydroquinoline-3-carboxamide (1449221-46-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: trichlorophosphate / water / 12 h / 20 - 70 °C

2.1: sodium hydroxide / water / 2 h / Reflux

3.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.25 h / 20 °C / Inert atmosphere

3.2: 12 h / 20 °C / Inert atmosphere

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; trichlorophosphate; In dichloromethane; water;

DOI:10.1016/j.ejmech.2014.04.025

Reference yield:

4-nitro-N-(3-(trifluoromethyl)phenyl)benzenesulfonamide (2927-97-1) → N-(furan-2-ylmethyl)-4-oxo-6-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)-1,4-dihydroquinoline-3-carboxamide (1449221-46-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: palladium on activated charcoal; hydrogen / ethanol / 6 h / 20 °C / 3102.97 Torr

2.1: 2 h / 120 °C

3.1: trichlorophosphate / water / 12 h / 20 - 70 °C

4.1: sodium hydroxide / water / 2 h / Reflux

5.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.25 h / 20 °C / Inert atmosphere

5.2: 12 h / 20 °C / Inert atmosphere

With palladium on activated charcoal; hydrogen; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; trichlorophosphate; In ethanol; dichloromethane; water;

DOI:10.1016/j.ejmech.2014.04.025

upstream raw materials:

4-nitro-N-(3-(trifluoromethyl)phenyl)benzenesulfonamide

4-amino-N-[3-(trifluoromethyl)phenyl]benzene-1-sulfonamide

1,3-diethyl 2-(((4-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)phenyl)amino)methylene)malonate

ethyl 4-oxo-6-(N-(3-(trifluoromethyl)phenyl)sulfamoyl)-1,4-dihydroquinoline-3-carboxylate