5-(4-Chloro-2-nitrophenyl)furan-2-carboxylic acid

Base Information

• Chemical Name: 5-(4-Chloro-2-nitrophenyl)furan-2-carboxylic acid
• CAS No.: 95611-88-4
• Molecular Formula: C11H6 Cl N O5
• Molecular Weight: 267.62
• Hs Code.: 2932190090
• European Community (EC) Number: 620-931-1
• DSSTox Substance ID: DTXSID20350857
• Wikidata: Q82126952
• Mol file: 95611-88-4.mol

Synonyms:95611-88-4;5-(4-chloro-2-nitrophenyl)furan-2-carboxylic acid;5-(4-Chloro-2-nitrophenyl)-2-furoic acid;5-(4-chloro-2-nitro-phenyl)furan-2-carboxylic Acid;5-(4-CHLORO-2-NITRO-PHENYL)-FURAN-2-CARBOXYLIC ACID;5-(4-Chloro-2-nitrophenyl)-2-furancarboxylic acid;SCHEMBL2636854;DTXSID20350857;STR05382;BBL034255;MFCD00274245;STL417238;AKOS000299717;AKOS015894352;SB61192;CS-0315351;FT-0642309;A845351

Chemical Property of 5-(4-Chloro-2-nitrophenyl)furan-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 1.17E-08mmHg at 25°C
• Melting Point: 213-217 °C(lit.)
• Refractive Index: 1.625
• Boiling Point: 443.9°C at 760 mmHg
• Flash Point: 222.2°C
• PSA: 96.26000
• Density: 1.539g/cm³
• LogP: 3.72960
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 266.9934500
• Heavy Atom Count: 18
• Complexity: 345

Purity/Quality:

97% ^*data from raw suppliers

5-(4-Chloro-2-nitrophenyl)-2-furoic acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)[N+](=O)[O-])C2=CC=C(O2)C(=O)O

Technology Process of 5-(4-Chloro-2-nitrophenyl)furan-2-carboxylic acid

There total 4 articles about 5-(4-Chloro-2-nitrophenyl)furan-2-carboxylic 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:

2-furanoic acid (88-14-2) + 4-Chloro-2-nitroaniline (89-63-4) → 5-(4-chloro-2-nitrophenyl)-2-furoic acid (95611-88-4)

Guidance literature:

With hydrogenchloride; copper dichloride; sodium nitrite; Yield given. Multistep reaction; 1.) H₂O, -5 deg C, 1 h; 2.) H₂O, 50-55 deg C;

DOI:10.1248/cpb.32.4271

Reference yield:

5-bromo-2-furancarboxaldehyde (1899-24-7) → 5-(4-chloro-2-nitrophenyl)-2-furoic acid (95611-88-4)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; ethanol; water / 85 °C / Schlenk technique; Inert atmosphere

2: silver nitrate; sodium hydroxide / ethanol; water / 2 h / Heating

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; silver nitrate; sodium hydroxide; In ethanol; water; toluene; 1: |Suzuki Coupling;

DOI:10.1021/acs.jmedchem.1c01810

Reference yield:

(2-nitro-4-chlorophenyl)boronic acid → 5-(4-chloro-2-nitrophenyl)-2-furoic acid (95611-88-4)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; ethanol; water / 85 °C / Schlenk technique; Inert atmosphere

2: silver nitrate; sodium hydroxide / ethanol; water / 2 h / Heating

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; silver nitrate; sodium hydroxide; In ethanol; water; toluene; 1: |Suzuki Coupling;

DOI:10.1021/acs.jmedchem.1c01810

upstream raw materials:

2-furanoic acid

4-Chloro-2-nitroaniline

5-bromo-2-furancarboxaldehyde

5-(4-chloro-2-nitrophenyl)-2-furaldehyde

Downstream raw materials:

C₁₆H₈Cl₂N₂O₅

C₂₁H₁₄ClN₅O₃S₂

3,4,5-trimethoxybenzyl 5-(4-chloro-2-nitrophenyl)-2-furamide

3,4,5-trimethoxybenzyl 5-(4-chloro-2-nitrophenyl)-2-furoate