(5E)-3-chloro-N-(4-fluorophenyl)-5-{[(4-fluorophenyl)amino]methylidene}-6-oxocyclohexa-1,3-diene-1-carboxamide

Base Information

• Chemical Name: (5E)-3-chloro-N-(4-fluorophenyl)-5-{[(4-fluorophenyl)amino]methylidene}-6-oxocyclohexa-1,3-diene-1-carboxamide
• CAS No.: 111870-34-9
• Molecular Formula: C20H13 Cl F2 N2 O2
• Molecular Weight: 386.7792
• Mol file: 111870-34-9.mol

Synonyms:

Chemical Property of (5E)-3-chloro-N-(4-fluorophenyl)-5-{[(4-fluorophenyl)amino]methylidene}-6-oxocyclohexa-1,3-diene-1-carboxamide

Chemical Property:

• Vapor Pressure: 5.07E-10mmHg at 25°C
• Boiling Point: 497.2°C at 760 mmHg
• Flash Point: 254.5°C
• Density: 1.42g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (5E)-3-chloro-N-(4-fluorophenyl)-5-{[(4-fluorophenyl)amino]methylidene}-6-oxocyclohexa-1,3-diene-1-carboxamide

There total 6 articles about (5E)-3-chloro-N-(4-fluorophenyl)-5-{[(4-fluorophenyl)amino]methylidene}-6-oxocyclohexa-1,3-diene-1-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: 85.0%

5-Chloro-N-(4-fluoro-phenyl)-2-hydroxy-3-((Z)-2-nitro-vinyl)-benzamide (111870-32-7) + 4-fluoroaniline (371-40-4) → 5-Chloro-N-(4-fluoro-phenyl)-3-{[(Z)-4-fluoro-phenylimino]-methyl}-2-hydroxy-benzamide (111870-34-9)

Guidance literature:

In benzene; for 6h; Heating;

Reference yield: 58.0%

5-chloro-3-(2-nitroethenyl)salicyloyl chloride (111870-29-2) + 4-fluoroaniline (371-40-4) → 5-Chloro-N-(4-fluoro-phenyl)-3-{[(Z)-4-fluoro-phenylimino]-methyl}-2-hydroxy-benzamide (111870-34-9)

Guidance literature:

With triethylamine; In benzene; at 25 ℃; for 1h;

Reference yield:

5-chloro-2-hydroxybenzoic acid (321-14-2) → 5-Chloro-N-(4-fluoro-phenyl)-3-{[(Z)-4-fluoro-phenylimino]-methyl}-2-hydroxy-benzamide (111870-34-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 42 percent / NaOH / H₂O / 30 h / Heating

2: 30 percent / n-butylamine / acetic acid / 4 h / Heating

3: SOCl₂ / 0.33 h / Heating

4: 65 percent / triethylamine / benzene / 1 h, 5 deg C; 1 h, room temperature

5: 85 percent / benzene / 6 h / Heating

With sodium hydroxide; thionyl chloride; N-butylamine; triethylamine; In water; acetic acid; benzene;

upstream raw materials:

5-chloro-3-(2-nitroethenyl)salicyloyl chloride

4-fluoroaniline

5-Chloro-N-(4-fluoro-phenyl)-2-hydroxy-3-((Z)-2-nitro-vinyl)-benzamide

5-chloro-2-hydroxybenzoic acid