6-chloro-4-oxo-N'-(4-chlorophenyl)-1,4-dihydroquinoline-3-carboxamide

Base Information

• Chemical Name: 6-chloro-4-oxo-N'-(4-chlorophenyl)-1,4-dihydroquinoline-3-carboxamide
• CAS No.: 860205-71-6
• Molecular Formula: C₁₆H₁₀Cl₂N₂O₂
• Molecular Weight: 333.174
• Mol file: 860205-71-6.mol

Synonyms:6-chloro-4-oxo-N'-(4-chlorophenyl)-1,4-dihydroquinoline-3-carboxamide

Chemical Property of 6-chloro-4-oxo-N'-(4-chlorophenyl)-1,4-dihydroquinoline-3-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-chloro-4-oxo-N'-(4-chlorophenyl)-1,4-dihydroquinoline-3-carboxamide

There total 2 articles about 6-chloro-4-oxo-N'-(4-chlorophenyl)-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:

diethyl 4-chloroanilinomethylenemalonate (19056-79-2) → 6-chloro-4-oxo-N'-(4-chlorophenyl)-1,4-dihydroquinoline-3-carboxamide (860205-71-6)

Guidance literature:

Multi-step reaction with 2 steps

1: diphenylether / 0.5 h / Reflux

2: diphenylether / 1 h / 210 °C

In diphenylether;

DOI:10.3390/molecules19056651

Reference yield:

4-chloro-aniline (106-47-8) → 6-chloro-4-oxo-N'-(4-chlorophenyl)-1,4-dihydroquinoline-3-carboxamide (860205-71-6)

Guidance literature:

Multi-step reaction with 3 steps

1: ethanol / 3 h / Reflux

2: diphenylether / 0.5 h / Reflux

3: diphenylether / 1 h / 210 °C

In diphenylether; ethanol;

DOI:10.3390/molecules19056651

Reference yield: 46.0%

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (6974-32-9) + 6-chloro-4-oxo-N'-(4-chlorophenyl)-1,4-dihydroquinoline-3-carboxamide (860205-71-6) → 6-chloro-1,4-dihydro-4-oxo-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-N-(4-chlorophenyl)quinoline-3-carboxamide

Guidance literature:

6-chloro-4-oxo-N'-(4-chlorophenyl)-1,4-dihydroquinoline-3-carboxamide; With chloro-trimethyl-silane; 2,2,2-trifluoro-N,N-bis(trimethylsilyl)-acetamide; In acetonitrile; at 60 - 70 ℃; Inert atmosphere;

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose; With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1016/j.ejmech.2020.112255

upstream raw materials:

4-chloro-aniline

diethyl 4-chloroanilinomethylenemalonate