2-chloro-5-[5-({1-[4-(ethoxycarbonyl)phenyl]-3-methyl-5-oxo-1,5-dihydro-4H-pyrazol-4-ylidene}methyl)-2-furyl]benzoic acid

Base Information

• Chemical Name: 2-chloro-5-[5-({1-[4-(ethoxycarbonyl)phenyl]-3-methyl-5-oxo-1,5-dihydro-4H-pyrazol-4-ylidene}methyl)-2-furyl]benzoic acid
• CAS No.: 438239-16-8
• Molecular Formula: C₂₅H₁₉ClN₂O₆
• Molecular Weight: 478.889
• Mol file: 438239-16-8.mol

Synonyms:

Chemical Property of 2-chloro-5-[5-({1-[4-(ethoxycarbonyl)phenyl]-3-methyl-5-oxo-1,5-dihydro-4H-pyrazol-4-ylidene}methyl)-2-furyl]benzoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-chloro-5-[5-({1-[4-(ethoxycarbonyl)phenyl]-3-methyl-5-oxo-1,5-dihydro-4H-pyrazol-4-ylidene}methyl)-2-furyl]benzoic acid

There total 11 articles about 2-chloro-5-[5-({1-[4-(ethoxycarbonyl)phenyl]-3-methyl-5-oxo-1,5-dihydro-4H-pyrazol-4-ylidene}methyl)-2-furyl]benzoic acid 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: 87.0%

→ (Z)-2-chloro-5-(5-((1-(4-(ethoxycarbonyl)phenyl)-3-methyl-5-oxo-1H-pyrazol-4(5H)-ylidene)methyl)furan-2-yl)benzoic acid (438239-16-8)

Guidance literature:

for 3h; Reflux;

Reference yield:

5-bromo-2-furancarboxaldehyde (1899-24-7) → (Z)-2-chloro-5-(5-((1-(4-(ethoxycarbonyl)phenyl)-3-methyl-5-oxo-1H-pyrazol-4(5H)-ylidene)methyl)furan-2-yl)benzoic acid (438239-16-8) + (E)-2-chloro-5-(5-((1-(4-(ethoxycarbonyl)phenyl)-3-methyl-5-oxo-1H-pyrazol-4(5H)-ylidene)methyl)furan-2-yl)benzoic acid (438239-16-8)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; toluene; ethanol / 15 h / 90 °C / Inert atmosphere

2: acetic acid / 3 h / Reflux

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; acetic acid; In ethanol; water; toluene; 1: |Suzuki Coupling / 2: |Knoevenagel Condensation;

DOI:10.1021/acs.jmedchem.7b00780

Reference yield:

5-bromo-2-furancarboxaldehyde (1899-24-7) → (Z)-2-chloro-5-(5-((1-(4-(ethoxycarbonyl)phenyl)-3-methyl-5-oxo-1H-pyrazol-4(5H)-ylidene)methyl)furan-2-yl)benzoic acid (438239-16-8) + (E)-2-chloro-5-(5-((1-(4-(ethoxycarbonyl)phenyl)-3-methyl-5-oxo-1H-pyrazol-4(5H)-ylidene)methyl)furan-2-yl)benzoic acid (438239-16-8)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; toluene; ethanol / 15 h / 90 °C / Inert atmosphere

2: acetic acid / 3 h / Reflux

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; acetic acid; In ethanol; water; toluene; 1: |Suzuki Coupling / 2: |Knoevenagel Condensation;

DOI:10.1021/acs.jmedchem.7b00780

upstream raw materials:

5-bromo-2-furancarboxaldehyde

2-chloro-5-(5-formylfuran-2-yl)benzoic acid

ethyl 4-(3-methyl-5-oxo-4,5-dihydro-1H-pyrazol-1-yl)benzoate

4-hydrazinobenzoic acid hydrochloride